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"I have not failed. I've just found 10,000 ways that won't work."
---Thomas Edison


From (Mr. Guch's Great Big Vocabulary List)

Absolute temperature: This is a temperature reading made relative to absolute zero. We use the unit of Kelvins for these readings.

absolute zero: This is the lowest temperature possible. If you remember that temperature is a measurement of how much atoms move around in a solid, you can guess that they stop moving entirely at absolute zero. In reality, bonds still vibrate a little bit, but for the most part you don't see much happening.

accuracy: When you measure something, the accuracy is how close your measured value is to the real value. For example, if you're actually six feet tall and your brother measures your height as six feet, one inch, he's pretty accurate. However, if your cousin measures your height as twelve feet, 13 inches, he's not accurate at all.

acid: This is anything that gives off H+ ions in water. Acids have a pH less than 7 and are good at dissolving metals. They turn litmus paper red and phenolphthalein colorless.

acid anhydride: This is an oxide that forms an acid when you stick it in water. An example is SO3 - when you add water it turns into sulfuric acid, H2SO4. acid dissociation constant (Ka): This is equal to the ratio of the concentrations of an acid's conjugate base and the acid present when a weak acid dissociates in water. That is, if you have a solution of Acid X where the concentration of the conjugate base is 0.5 M and the concentration of the acid is 10 M, the acid dissociation constant is 0.5/10 = 0.05. activated complex: In a chemical reaction, the reagents have to join together into a great big blob before they can fall back apart into the products. This great big blob is called the activated complex (a.k.a. transition state)

activation energy: The minimum amount of energy needed for a chemical reaction to take place. For some reactions this is very small (it only takes a spark to make gasoline burn). For others, it's very high (when you burn magnesium, you need to hold it over a Bunsen burner for a minute or so).

activity series: This is when you arrange elements in the order of how much they tend to react with water and acids.

actual yield: When you do a chemical reaction, this is the amount of chemical that you actually make (i.e. The amount of stuff you can weigh).

addition reaction: A reaction where atoms add to a carbon-carbon multiple bond.

adsorption: When one substance collects of the surface of another one.

alcohol: An organic molecule containing an -OH group

aldehyde: An organic molecule containing a -COH group

alkali metals: Group I in the periodic table.

alkaline earth metals: Group II in the periodic table. a

lkane: An organic molecule which contains only single carbon-carbon bonds.

alkene: An organic molecule containing at least one C=C bond

alkyne: An organic molecule containing at least one C-C triple bond.

allotropes: When you have different forms of an element in the same state. The relationship that white phosphorus and red phosphorus have to each other is that they're allotropes.

alloy: A mixture of two metals. Usually, you add very small amounts of a different element to make the metal stronger and harder.

alpha particle: A radioactive particle equivalent to a helium nucleus (2 protons, 2 neutrons)

amine: An organic molecule which consists of an ammonia molecule where one or more of the hydrogen atoms has been replaced by organic groups.

amino acid: The basic building blocks of proteins. They're called "amino acids" because they're both amines (they contain nitrogen) and acids (carboxylic acids, to be precise)

amphiprotic: When something is both an acid and a base. Like amino acids, for example.

amphoteric: When something is both an acid and a base. Sounds familiar, huh?

anode: The electrode where oxidation occurs. In other words, this is where electrons are lost by a substance.

aqueous: dissolved in water

atomic mass unit (a.m.u.) : This is the smallest unit of mass we use in chemistry, and is equivalent to 1/12 the mass of carbon-12. To all intents and purposes, protons and neutrons weigh 1 a.m.u.

atomic radius: This is one half the distance between two bonded nu clei. Why don't we just measure the distance from the nucleus to the outside of the atom - after all, isn't that the same thing as a radius? It is, but atoms are also (theoretically) infinitely large (due to quantum mechanics), making this impossible to measure.

atomic solid: A solid where there's a bunch of atoms in the lattice. This is different from an ionic solid, where ions are the things that are sticking together.

Aufbau principle: When you add protons to the nucleus to build up the elements, electrons are added into orbitals.

Avogadro's Law: If you've got two gases under the same conditions of temperature, pressure, and volume, they've got the same number of particles (atoms or molecules). This law only works for ideal gases, none of which actually exist.

base anhydride: An oxide that forms a base when water is added. CaO is an example, turning into calcium hydroxide in water.

base: A compound that gives off OH- ions in water. They are slippery and bitter and have a pH greater than 7.

battery: This is when a bunch of voltaic cells are stuck together. beta particle: A radioactive particle equivalent to an electron.

bidentate ligand: A ligand that can attach twice to a metal ion.

binary compound: A compound only having two elements

binding energy: The amount of energy that holds the neutrons and protons together in the nucleus of an atom. It's a lot of energy, which is why you don't see nuclei falling apart all over the place.

bond energy: The amount of energy it takes to break one mole of bonds.

bond length: The average distance between the nuclei of two bonded atoms.

Boyle's Law: The volume of a gas at constant temperature varies inversely with pressure. In other words, if you put big pressure on something, it gets small.

Bronsted-Lowry acid: Acids donate protons [H+ ions] and bases grab them

buffer: A liquid that resists change in pH by the addition of acid or base. It consists of a weak acid and it's conjugate base (acetic acid and sodium acetate, for example).

calorimetry: The study of heat flow. Usually you'd do calorimetry to find the heat of combustion of a compound or the heat of reaction of two compounds.

carboxylic acid: An organic molecule with a -COOH group on it. Acetic acid is the most famous one.

catalyst: A substance that speeds up a chemical reaction without being used up by the reaction. Enzymes are catalysts because they allow the reactions that take place in the body to occur fast enough that we can live.

cathode: The electrode in which reduction occurs. Reduction is when a compound gains electrons.

chain reaction: A reaction in which the products from one step provide the reagents for the next one. This is frequently referred to in nuclear fission (when large nuclei break apart to form smaller ones) and in free-radical reactions.

Charles's Law: The volume of a gas at constant pressure is directly proportional to the temperature. In other words, if you heat something up, it gets big.

chemical equation: The recipe that describes what you need to do to make a reaction take place.

chemical properties: Properties that can only be described by making a chemical change (by making or breaking bonds). For example, color isn't a chemical property because you don't need to change something chemically to see what color it is. Flammability, on the other hand, is a chemical property, because you can't tell if something burns unless you actually try to burn it.

chirality: When a molecule has a nonsuperimposable mirror image. To imagine this, put your hands together. Although they are mirror images, you can't put them right on top of each other so they are interchangable. Well, normal people can't, anyway.

chromatography: This is when you use a system containing a mobile phase (usually a liquid in general chemistry classes) and a stationary phase (something dissolved in the liquid) to separate different compounds. This is usually done by exploiting the differing polarities of solutes, though you can do it a whole slew o' ways.

circuit: The closed path in a circuit through which electrons flow.

coagulation: When you destroy a colloid by letting the particles settle out.

colligative property: Any property of a solution that changes when the concentration changes. Examples are color, flavor, boiling point, melting point, and osmotic pressure.

colloid: It's a suspension.

combustion: When a compound combines with oxygen gas to form water, heat, and carbon dioxide

common ion effect: When the equilibrium position of a process is altered by adding another compound containing one of the same ions that's in the equilibrium.

complex ion: An ion in which a central atom (usually a transition metal) is surrounded by a bunch of molecules like water or ammonia (called "ligands")

concentration: A measurement of the amount of stuff (solute) dissolved in a liquid (solvent). The most common concentration unit is molarity (M), which is equal to the number of moles of solute divided by the number of liters of solution.

condensation: When a vapor reforms a liquid. This is what happens on your bathroom mirror when you take a shower.

conductance: A measurement of how well electricity can flow through an object.

conjugate acid: The compound formed when a base gains a proton (hydrogen atom).

conjugate base: The compound formed when an acid loses a proton (hydrogen atom).

continuous spectrum: A spectrum that gives off all the colors of light, like a rainbow. This is caused by blackbody emission.

covalent bond: A chemical bond formed when two atoms share two electrons.

critical mass: The minimum amount of radioactive material needed to undergo a nuclear chain reaction.

critical point: The end point of the liquid-vapor line in a phase diagram. Past the critical point, you get something called a "supercritical liquid", which has weird properties.

crystal lattice: see "lattice"

crystal: A large chunk of an ionic solid.

Dalton's law of partial pressures: The total pressure in a mixture of gases is equal to the sums of the partial pressures of all the gases put together.

decomposition: When a big molecule falls apart to make two or more little ones.

degenerate: Things (usually orbitals) are said to be degenerate if they have the same energy. This term is used a whole lot in quantum mechanics. Also when dealing with kids who steal cars.

delocalization: This is when electrons can move around all over a molecule. This happens when you have double bonds on adjacent atoms in a molecule (conjugated hydrocarbon)

denature: When the 3-D structure of a protein breaks down due to heat (or pH, etc), it's said to be denatured. This means that it unravels because the intermolecular forces between atoms in the chain aren't strong enough to hold it together anymore.

diffusion: When particles move from areas of high concentration to areas of low concentration. For example, if you open a bottle of ammonia on one end of the room, the concentration of ammonia molecules in the air is very high on that side of the room. As a result, they tend to migrate across the room, which explains why you can smell it after a little while. Be careful not to mix this up with effusion (see definition)

dilution: When you add solvent to a solution to make it less concentrated.

dipole moment: When a molecule has some charge separation (usually because the molecule is polar), it's said to have a dipole moment.

dipole-dipole force: When the positive end of a polar molecule becomes attracted to the negative end of another polar molecule.

dissociation: When water dissolves a compound. d

istillation: This is when you separate a mixture of liquids by heating it up. The one with the lowest boiling point evaporates first, followed by the one with the next lowest boiling point, etc. double-displacement reaction (a.k.a. double replacement reaction): When the cations of two ionic compounds switch places.

effusion: When a gas moves through an opening into a chamber that contains no pressure. Effusion is much faster than diffusion because there are no other gas molecules to get in the way.

electrolysis: When electricity is used to break apart a chemical compound.

electrolyte: An ionic compound that dissolves in water to conduct electricity. Strong electrolytes break apart completely in water; weak electrolytes only fall apart a little bit. (Actually, this isn't entirely true, as Raji Heyovska informs me. Apparently strong electrolytes also dissociate partially in water, though much more so than weak ones. For more info, check out his paper at However, it is also true that the usual definition of a strong electrolyte is one that dissociates completely in water, which is why I include that definition above.)

electron affinity: The energy change that accompanies the addition of an electron to an atom in the gas phase.

electronegativity: A measurement of how much an atom tends to steal electrons from atoms that it's bonded to. Elements at the top right of the periodic table (excluding the noble gases) are very electronegative while atoms in the bottom left are not very electronegative (a.k.a. "electropositive")

electropositive: When something is not at all electronegative. In fact, it tends to lose electrons rather than to gain them. Elements that are electropositive are generally to the left and bottom of the periodic table.

empirical formula: A reduced molecular formula. If you have a molecular formula and you can reduce all of the subscripts by some constant number, the result is the empirical formula.

emulsion: When very small drops of a liquid are suspended in another. An example of an emulsion is salad dressing after you've shaken it up.

enantiomers: molecules that are nonsuperimposable mirror images of each other.

endothermic: When a process absorbs energy (gets cold).

endpoint: The point where you actually stop a titration, usually because an indicator has changed color. This is different than the "equivalence point" because the indicator might not change colors at the exact instant that the solution is neutral.

energy level: A possible level of energy that an electron can have in an atom.

enthalpy: A measurement of the energy content of a system.

entropy: A measurement of the randomness in a system.

enzyme: A biological molecule that catalyzes reactions in living creatures.

equilibrium: When the forward rate of a chemical reaction is the same as the reverse rate. This only takes place in reversible reactions because these are the only type of reaction in which the forward and backward reactions can both take place.

equivalence point: The point in a titration at which the solution is completely neutral. This is different than the "endpoint" (see above).

ester: An organic molecule with R-CO-OR' functionality.

excess reagent: Sometimes when you do a chemical reaction, there's some of one reagent left over. That's called the excess reagent.

excited state: A higher energy level that electrons can jump to when energy is added.

exothermic: When a process gives off energy (gets hot).

family: The same thing as a "group" (see above)

first law of thermodynamics: The energy of the universe is constant. It's the same thing as the Law of conservation of energy.

fission: A nuclear reaction where a big atom breaks up into little ones. This is what happens in nuclear power plants.

free energy: also called "Gibbs free energy", it's the capacity of a system to do work.

free radical: An atom or molecule with an unpaired electron. They're way reactive.

functional group: A generic term for a group of atoms that cause a molecule to react in a specific way. It's really common to talk about this in organic chemistry, where you have "aldehydes, carboxylic acids, amines" and so on.

gamma ray: High energy light given off during a nuclear process. When a nucleus gives off this light, it goes to a lower energy state, making it more stable.

geometrical isomer: isomerism where atoms or groups of atoms can take up different positions around a double bond or a ring. This is also called cis- trans- isomerism.

ground state: The lowest energy state possible for an electron.

group: A column (the things up and down) in the periodic table. Elements in the same group tend to have the same properties. These are also called "families".

half-life: The time required for half of the radioactive atoms in a sample to decay. When talking about chemical reactions, it's the amount of time required to make half the reagent react.

half-reaction: The oxidation or reduction part of a redox reaction.

halogen: The elements in group 17. They're really reactive.

heat of reaction: The amount of heat absorbed or released in a reaction. Also called the "enthalpy of reaction"

heat: The kinetic energy of the particles in a system. The faster the particles move, the higher the heat.

Hess's Law: The enthalpy change for a change is the same whether it takes place in one big step or in many small ones.

heterogeneous mixture: A mixture where the substances aren't equally distributed.

homogeneous mixture: A mixture that looks really "smooth" because everything is mixed up really well.

Hund's rule: The most stable arrangement of electrons occurs when they're all unpaired.

hybrid orbital: An orbital caused by the mixing of s, p, d, and f-orbitals.

hydration: When a molecule has water molecules attached to it.

hydrocarbon: A molecule containing carbon and hydrogen.

hydrogen bond: The tendency of the hydrogen atom stuck to an electronegative atom to become attracted to the lone pair electrons on another electronegative atom. It's a pretty strong intermolecular force, which explains why water has such a high melting and boiling point.

hydrogenation: When hydrogen is added to a carbon-carbon multiple bond.

hydronium ion: The H+ ion, made famous by acids.

hydroxide ion: The OH- ion, made famous by bases.

ideal gas law: PV=nRT

ideal gas: A gas in which the particles are infinitely small, have a kinetic energy directly proportional to the temperature, travel in random straight lines, and don't attract or repel each other. Needless to say, there's no such thing as an ideal gas in the real world. However, we use ideal gases anyway because they make the math work out well for equations that describe how gases behave.

ideal solution: A solution in which the vapor pressure is directly proportional to the mole fraction of solvent present

immiscible: When two substances don't dissolve in each other. Think of oil and water. They're immiscible. Organic compounds and water are frequently immiscible.

indicator: A compound that turns different colors at different pH values. We generally like to have the color change at a pH of around seven because that's where the equivalence point of a titration is.

inhibitor: A substance that slows down a chemical reaction.

inorganic compound: Any compound that doesn't contain carbon (except for carbon dioxide, carbon monoxide, and carbonates).

insoluble: When something doesn't dissolve.

intermediate: A molecule which exists for a short time in a chemical reaction before turning into the product.

intermolecular force: A force that exists between two different molecules. Examples are hydrogen bonding (which is strong), dipole-dipole forces (which are kind of weak), and London dispersion forces (a.k.a. Van der Waal forces), which are very weak.

ionic bond: A bond formed when charge particles stick together.

ionization energy: The amount of energy required to pull an electron off of a gaseous atom.

irreversible reaction: A chemical reaction in which the reagents make products but the products can't reform reagents. Most chemical reactions in basic chemistry classes are thought of as being irreversible.

isotonic solutions: Solutions containing the same osmotic pressure.

isotope: When an element has more than one possibility for the number of neutrons, these are called isotopes. All known elements posess isotopes. For the record, the word "isotope" doesn't imply that something is radioactive. TV told you that, and TV is stupid.

Kelvin: A unit used to measure temperature. One Kelvin is equal in size to one degree Celsius. To convert between degrees Celsius and Kelvins, simply add 273.15 to the temperature in degrees Celsius to get Kelvins.

ketone: A molecule containing a R-CO-R' functional group. Acetone (dimethyl ketone) is a common one.

kinetic energy: The energy due to the movement of an object. The more something moves, the more kinetic energy it has.

Lanthanide contraction: The tendency of the lanthanides to get small when you go from left to right in the periodic table.

lattice energy: The energy released when one mole of a crystal is formed from gaseous ions.

lattice: The three-dimensional arrangement of atoms or ions in a crystal.

law of conservation of energy: The amount of energy in the universe never changes, ever. It just changes form.

law of conservation of mass: The amount of stuff after a chemical reaction takes place is the same as the amount of stuff you started with.

Le Chatlier's Principle: When you disturb an equilibrium (by adding more chemical, by heating it up, etc.), it will eventually go back into equilibrium under a different set of conditions.

Lewis acid: An electron-pair acceptor (carbonyl groups are really good ones)

Lewis base: An electron-pair donor. Things with lone pairs like water and ammonia are really good ones.

Lewis structure: A structural formula that shows all of the atoms and valence electrons in a molecule.

ligand: A molecule or ion that sticks to the central atom in a complex. Common examples are ammonia, carbon monoxide, or water.

limiting reagent: If you do a chemical reaction and one of the chemicals gets used up before the other one, the one that got used up is called the "limiting reagent" because it limited the amount of product that could be formed. The other one is called the excess reagent.

line spectrum: A spectrum showing only certain wavelengths.

London dispersion force: The forces between nonpolar atoms or molecules which is caused by momentary induced dipoles. It's real weak.

lone pair: two electrons that aren't involved in chemical bonding. Also frequently referred to as an "unshared pair".

main-block elements: Groups 1,2, and 13-18 in the periodic table. They're called main block elements because the outermost electron is in the s- or p- orbitals. What that has to do with the term "main block" is unclear to me, but hey, that's life.

mass defect: The difference between the mass of an atom and the sum of the masses of its individual components. Atoms usually weigh a little less than if you added up the weights of all the particles. This is because that extra mass was converted into the energy which holds the atom together (see "binding energy")

mass: The amount of matter in an object. The more mass, the more stuff is present.

mechanism: A step-by-step sequence that shows how the products of a reaction are made from the reagents. Mechanisms are very frequently shown during organic chemistry.

molality: The number of moles of solute per kilogram of solvent in a solution. This is a unit of concentration that's not anywhere near as handy or common as molarity.

molar mass: The mass of one mole of particles.

molar volume: The volume of one mole of a substance at STP. If you believe that everything is an ideal gas, this is always 22.4 liters. Unfortunately, there's no such thing as an ideal gas.

molarity: A unit of concentration equal to moles of solute divided by liters of solution.

mole fraction: The number of moles of stuff in a mixture that are due to one of the compouds.

mole ratio: The ratio of moles of what you've been given in a reaction to what you want to find. Handy in stoichiometry.

mole: 6.02 x 1023 things.

molecular compound: A compound held together by covalent bonds.

molecular formula: A formula that shows the correct quantity of all of the atoms in a molecule.

monatomic ion: An ion that has only one atom, like the chloride ion.

neutralization reaction: The reaction of an acid with a base to form water and a salt.

node: A location in an orbital where there's no probability of finding an electron.

nonpolar covalent bond: A covalent bond where the electrons are shared equally between the two atoms.

normal boiling point: The boiling point of a substance at 1.00 atm.

normal melting point: The melting point of a substance at 1.00 atm.

normality: The number of equivalents of a substance dissolved in a liter of solution.

nuclar fusion: When many small atoms combine to form a large one. This occurs during a thermonuclear reaction.

nuclear fission: This is when the nucleus of an atom breaks into many parts.

nuclear reaction: Any reaction that involves a change in the nucleus of an atom. Nuclear reactions take loads of energy, which is why you don't see them much around the lab.

nucleon: A particle (such as proton or neutron) that's in the nucleus of an atom.

octet rule: All atoms want to be like the nearest noble gas. (Well, they all want to have the same number of valence electrons, anyway). To do this, they either gain or lose electrons (to form ionic compounds) or share electrons (to form covalent compounds).

optical isomerism: Isomerism in which the isomers cause plane polarized light to rotate in different directions.

orbital: This is where the electrons in an atom live.

organic compound: A compound that contains carbon (except carbon dioxide, carbon monoxide, and carbonates)

osmosis: The flow of a pure liquid into an area of high concentration through a semi-permeable membrane.

oxidation number: The apparent charge on an atom.

oxidation: When a substance loses electrons.

partial pressure: The pressure of one gas in a mixture. For example, if you had a 50:50 mix of helium and hydrogen gases and the total pressure was 2 atm, the partial pressure of hydrogen would be 1 atm.

Pauli exclusion principle: No two electrons in an atom can have the same quantum numbers.

percent yield: The actual yield divided by the theoretical yield, times 100.

period: A row (left to right) in the periodic table.

periodic law: The properties of elements change with increasing atomic number in a periodic way. That's why you can stick the elements into a big chart and have the elements line up in nice families.

pH: -log[H+]

phase diagram: A chart which shows how the phase depends on various conditions of temperature and pressure.

phase: The state of a compound (solid, liquid, or gas)

physical property: A property which can be determined without changing something chemically. If that doesn't make sense, see the definition of "chemical change".

pi-bond: A double bond. polar covalent bond: A covalent bond where one atom tries to grab the electrons from the other one. This occurs because the electronegativities of the two atoms aren't the same.

polyatomic: contains more than one atom.

polymer: A molecule containing many repeating units. Plastics are polymers and are formed by free radical chain reactions.

polyprotic acid: An acid that can give up more than one hydronium ion. Examples are sulfuric acid and phosphoric acid.

potential energy: The energy something has because of where it is. Things that are way up high have more potential energy than things that are way down low because they have farther to fall.

precision: A measurement of how repeatable a measurement is. The more significant figures, the more precise the measurement.

pressure: Force/area

product: The thing you make in a chemical reaction.

quantum theory: The branch of physical chemistry that describes how energy can only exist at certain levels and makes generalizations about how atoms behave from this assumption.

radioactive: When a substance has an unstable nucleus that can fall apart, it's referred to as radioactive.

Raoult's Law: The vapor pressure of a solution is directly proportional to the mole fraction of the solvent.

rate determining step: The slowest step in a chemical reaction.

rate law: A mathematical expression for the speed of a reaction as a function of concentration. A hint: It's usually true that things go faster if you have more stuff in the first place.

redox reaction: A reaction that has both an oxidation and reduction.

resonance structure: When more than one valid Lewis structure can be drawn for a molecule, these structures are said to be resonance structures. Resonance structures arise from the fact that the electrons are delocalized.

reversible reaction: A reaction in which the products can make reagents, as well as the reagents making products.

root mean square velocity (RMS velocity): The square root of the average of the squares of the individual velocities of the gas particles in a mixture. To put it in a way that a normal human can understand, it's the average of how fast the particles in a gas are going (assuming you ignore the direction they're traveling in).

salt: An ionic compound.

saturated: When the maximum amount of solute is dissolved in a liquid

Second law of thermodynamics: Whenever you do something, the universe gets more random.

semiconductor: A substance that conducts electricity poorly at room temperature, but has increasing conductivity at higher temperatures. Metalloids are usually good semiconductors.

shielding effect: The outer electrons aren't pulled very tightly by the nucleus because the inner electrons repel them. This repulsion is called the shielding effect, and can be used to explain lots of neat-o stuff.

sigma bond: A real fancy way of saying "single bond"

significant figure: The number of digits in a number that tell you useful information. For example, when you weigh yourself on a bathroom scale, it says something like 150 pounds rather than 150.32843737 pounds. Why? Because the thing can only weigh accurately to the nearest pound. Any other digits that are on this number don't mean anything, because they're probably wrong anyway.

single-displacement reaction (a.k.a. single replacement reaction): When one unbonded element replaces an element in a chemical compound. These are frequently redox reactions.

solubility: A measurement of how much of a solute can dissolve in a liquid. solubility product constant: Abbreviated Ksp, this value indicates the degree to which a compound dissociates in water. The higher the solubility product constant, the more soluble the compound.

solute: The solid that gets dissolved in a solution.

solvent: The liquid that dissolves the solid in a solution.

specific heat capacity: The amount of heat required to increase the temperature of one gram of a substance by one degree.

spectator ions: The ions in a reaction that don't react.

spontaneous change: A change that occurs by itself. All exothermic reactions are spontaneous. However, this doesn't mean that all exothermic reactions are fast. The combustion of gasoline is spontaneous, but not very fast unless you add a little energy.

standard temperature and pressure: One atmosphere and 273 K.

steric hindrance: This is the idea that the functional groups on big molecules get in the way of a chemical reaction, making it go slower. Imagine a fat guy trying to get into a Honda Prelude - that's steric hindrance.

stoichiometry: The art of figuring how much stuff you'll make in a chemical reaction from the amount of each reagent you start with.

STP: See standard temperature and pressure.

strong acid: An acid that fully dissociates in water

strong nuclear force: The force that holds the nucleus together. As the name suggests, this force is strong.

structural formula: See Lewis structure. s

ublimation: When a solid can change directly into a gas. Dry ice does this.

supercooling: When you cool something below its normal freezing point

supersaturated: When more solute is dissolved in a liquid than is theoretically possible. This doesn't happen much, as you might imagine.

surface tension: A measurement of how much the molecules on a liquid tend to like to stick to each other. If something has a high surface tension, it likes to bead up.

suspension: A mixture that looks homogeneous when you stir it, but where the solids settle out when you stop. Mud is a very short-lived suspension, while peanut butter is a very long-lived suspension.

synthesis: When you make a big molecule from two or more smaller ones. system: Everything you're talking about at the moment.

temperature: A measurement of the average kinetic energy of the particles in a system.

theoretical yield: The amount of product which should be made in a chemical reaction if everything goes perfectly.

thermodynamics: The study of energy

Third law o' thermodynamics: The randomness of a system at 0 K is zero.

titration: When the concentration of an acid or base is determined by neutralizing it.

transition state: See "activated complex"

triple point: The temperature and pressure at which all three states of a substance can exist in equilibrium.

unit cell: The simplest part of a crystal that can be repeated over and over to make the whole thing.

unsaturated: When you haven't yet dissolved all of the solute that's possible to dissolve in a liquid.

unshared electron pair: two electrons that aren't involved in chemical bonding. Also frequently referred to as a "lone pair".

valence electron: The outermost electrons in an atom.

vapor pressure: The pressure of a substance that's present above it's liquid. For example, you can tell that ammonia has a high vapor pressure because the smell of it is very strong above liquid ammonia.

vaporization: When you boil a liquid.

volatile: A substance with a high vapor pressure.

VSEPR: A theory for predicting molecular shapes that assumes that electrons like to be as far from each other as possible.

Common Definitions and Terms in Organic Chemistry


These definitions are the preferred ones to be used in Organic Chemistry. Note that some terms (such as configuration) have more than one interpretation.

acid: an agent able to produce positively charged hydrogen ions (H+). [Since the hydrogen ion is a bare proton, it usually exists in a solvated form (such as H3O+).]

achiral: not chiral. A compound (or object) that is superimposible on its mirror image. For example CH4.

activation energy: the miminmum energy which reacting species must possess in order to be able to form an 'activated complex', or 'transition state', before proceeding to the products. [The activation energy (Ea) may be derived from the temperature dependence of the reaction rate using the Arrhenius equation.]

addition reactions: reactions in which an unsaturated system is saturated or part saturated by the addition of a molecule across the multiple bond.[E.g. the addition of bromine to ethene to form 1,2-dibromoethane]

alkaloid: organic substances occurring naturally, which are basic, forming salts with acids. The basic group is usually an amino function.

allyl group: a group containing 3 carbon atoms and a double bond [C1=C2-C3, where C3 is called the allyliuc position or allylic carbon atom].

allylic rearrangement: the migration of a double bond in a 3-carbon system from carbon atoms one and two to carbon atoms two and three, e.g. C1=C2-C3-X X-C1-C2=C3

anomers: the specific term used to describe carbohydrate stereoisomers differing only in configuration at the hemi-acetal carbon atom. Example

aromatic: an aromatic molecule or ion possesses aromaticity. Aromaticity is the special property of planar (or nearly planar) cyclic, conjugated systems having (4n+2) conjugated pi electrons. The delocalisation of the (4n+2) pi electrons gives them special stability. For benzene, the most common aromatic system (n = 1, therefore 6 pi electrons), the aromaticity confers the characteristic reactivity of electrophilic substitution.

association: a term applied to the combination of molecules of a substance with one another to form more complex systems.[ See dissociation and dissociation constant.]

asymmetry: a term applied an object or molecule that does not possess symmetry.

asymmetric induction: a term applied to the selective synthesis of one diastereomeric form of a compound resulting from the influence of an existing chiral centre adjacent to the developing asymmetric carbon atom. [This usually arises because, for steric reasons, the incoming atom or group does not have equal access to both sides of the molecule.]

atomic orbital: the energy levels of electrons in an atom which may be described in terms of the four quantum numbers.

Avogadro's constant: the number of particles (atoms or molecules) in one mole of any pure substance. [6.022 x 1023]

base: a base is a substance that can combine with a proton.

bimolecular reaction: a chemical reaction in which two species (e.g. molecules, ions or radicals) react together to form new chemical species. [The majority of reactions are bimolecular or proceed through a series of bimolecular steps.]

bond energy: the energy required to break a particular bond by a homolytic process.

buffer solution: a solution of definite pH made up in such a way that the pH alters only gradually with the addition of an acid or a base.

canonical structures: any of two or more hypothetical structures of resonance theory which can be written for a molecule simply by rearranging the valence electrons of the molecule. [E.g. the two Kekule structures of benzene. They are sometimes called 'valence bond isomers']

catalyst: a substance that, when added to a reaction mixture, changes (speeds up) the rate of attainment of equilibrum in the system without itself undergoing a permanent chemical change.

catalytic cracking: the method for producing gasoline from heavy petroleum distillates. [Generally the catalysts are mixtures of silica and alumina or synthetic conjugates such as the zeolites.]

catalytic reforming: the process of improving the octane number of straight-run gasoline by increasing the proportion of aromatic and branched chain alkanes. [Catalysts employed are either molybdenum-aluminium oxides or platinum based.]

chain reaction: reactions which proceed by means of a set of repeating cyclical steps, e.g. the free radical addition of hydrogen bromide to an alkene.

chirality: a term which may be applied to any asymmetric object or molecule. The property of non-identity of an object with its mirror image.

chromatography: A series of related techniques for the separation of a mixture of compounds by their distribution between two phases. In gas-liquid chromatography the distribution is between a gaseous and a liquid phase. In column chromatography the distribution is between a liquid and a solid phase.

compound: a term used generally to indicate a definite combination of elements into a more complex structure (a molecule) but it is also applied to systems with non-stoichiometric proportions of elements.

configuration: the order and relative spatial arrangement of the atoms in a molecule. Absolute configuration is when the relative 3 dimensional arrangement in space of atoms in a chiral molecule have been correlated with an absolute standard.

configurational isomers: a series of compounds which have the same constitution and bonding of atoms but which differ in their atomic spatial arrangement. [E.g. glucose and mannose are configurational isomers. Also called stereoisomers. See also positional or structural isomers.]

conformation: the spatial arrangement of a molecule in space at any particular moment in time. [Most molecules can adopt an infinite number of conformations because of the possible rotation about single covalent bonds. Of these possibilities most compounds tend to spend most time in only one or a few conformational states, called the preferred conformations.]

conformer: a conformation of a molecule; generally these will be at energy minima.

conjugation: a sequence of alternating double (or triple) and single bonds. [E.g. C=C-C=C and C=C-C=O. Conjugation can also be relayed by the participation of lone pairs of electrons or vacant orbitals.]

co-ordinate bond: The linkage of two atoms by a pair of electrons both electrons being provided by one of the atoms (the donor). [Coordinate bonds are covalent bonds.]

constitution: the number and type of atoms in a molecule.

covalent bond: the linkage of two atoms by the sharing of two electrons.

delocalization: electron systems in which bonding electrons are not localised between two atoms as for a single bond but are spread (delocalized) over the whole group. [E.g pi-bond electrons, in particular the delocalised pi-electrons associated with aromatic molecules.]

dextrorotatory: the phenomenon in which plane polarised light is turned in a clockwise direction. d

iastereomers (or diastereoisomers): stereoisomeric structures which are not enantiomers (mirror images) of one another. [Often applied to systems which differ only in the configuration at one carbon atom, e.g. meso- and d- or l-tartaric acids are diastereoisomeric.]

dihedral angle: the angle between groups attached on adjacent carbon atoms when viewed in a Newman projection.

disproportionation: a process in which a compound of one oxidation state changes to compounds two or more oxidation states [E.g. 2Cu+ --> Cu + Cu2+]

dissociation: The process whereby a molecule is split into simpler fragments which may be smaller molecules, atoms, free radicals or ions.

dissociation constant: the measure of the extent of dissociation, measured by the dissociation constant K. For the process: AB = A + B K = ([A][B])/[AB]

dissymmetric: chiral

double bond: some atoms can share two pairs of electrons to form a double bond (two covalent bonds). Formally the second (double) bond arises from the overlap of p orbitals from two atoms, already united by a sigma bond, to form a pi bond.

dyestuffs: intensely coloured compounds applied to a substrate. Colours are due to the absorption of light to give electronic transitions.

eclipsed: a conformation in which substituents on two attached saturated carbon atoms overlap when viewed as a Newman projection.

electronegativity: the tendency for atoms in a molecule to attract electrons. [Measured in terms of the HOMO and LUMO energy levels.]

electronic configuration: the particular order in which electrons are arranged in an atom or molecule. [Used in a distinct and different sense from stereochemical configuration.]

electronic transition: in an atom or molecule the electrons have certain allowed energies only (orbitals). If an electron passes from one orbital to another an electronic transition occurs and there is the emission or absorption of energy corresponding to the difference in energy of the two orbitals.

electrophile: an atom, molecule or ion able to accept an electron pair.

electrophilic substitution: an overall reaction in which an electrophile binds to a substrate with the expulsion of another electrophile. [The most common example is the electrophilic substitution of a proton by another electrophile, such as a nitronium ion, on an aromatic substrate such as benzene.

electrovalent (ionic) bond: bonding by electrostatic attraction.

element: a substance which cannot be further subdivided by chemical methods. e

nantiomers: a pair of isomers which are related as mirror images of one another. [E.g. isomers differing only in the configuration about the chiral atoms.] e

ndothermic: a reaction in which heat is absorbed.

energy diagram (or reaction energy diagram): a graph of the energy of a reaction against the progress of the reaction.

enthalpy: a thermodynamic state function, generally measured in kilojoules per mole. In chemical reactions the enthalpy change (deltaH) is related to changes in the free energy (deltaG) and entropy (deltaS) by the equation: deltaG = deltaH - T.deltaS

entropy: a thermodynamic quantity which is a measure of the degree of disorder within any system. [The greater the degree of order the higher the entropy; for an increase in entropy S is positive. Entropy has the units of joules per degree K per mole.]

enzyme: a naturally occurring substance able to catalyse a chemical reaction.

epimerization: a process in which the configuration about one chiral centre of a compound, containing more than one chiral atom, is inverted to give the opposite configuration. [The term epimers is often used to describe two related compounds which differ only in the configuration about one chiral atom.]

epoxidation: the addition of an oxygen bridge across a double bond to give an oxirane. [Achieved by use of a peracid or, in a few cases, by use of a catalyst and oxygen.]

equilibrium constant: according to the law of mass action, for any reversible chemical reaction: aA + bB = cC + dD, the equilibrium constant (K)is defined as: K = ([C]c[D]d)/([A]a[B]b)

excited state: the state of an atom, molecule or group when it has absorbed energy and become excited to a higher energy state as compared to the normal ground state. The excited state may be electronic, vibrational, rotational, etc.

Fischer projection: a convention for drawing carbon chains so that the relative 3-dimensional stereochemistry of the carbon atoms is relatively easy portrayed on a 2-dimensional drawing. Example.

free energy (deltaG): a thermodynamic state function; the free energy change (deltaG) in any reaction is related to the enthalpy and entropy: deltaG = deltaH - T.deltaS

free radicals: molecules or ions with unpaired electrons and hence generally extremely reactive. ['Stable' free radicals include molecular oxygen, NO, and NO2. Organic free radicals range from those of transient existence only to very long-lived species. Alkyl free radicals tend to be very reactive and short lived.]

frontier orbital symmetry: the theory that the site and rates of reaction depend on the geometries, sign of the wave function and relative energies of the highest occupied molecular orbital (HOMO) of one molecule and the lowest unoccupied molecular orbital (LUMO) of the other.

gauche: a conformational isomer in which the groups are neither eclipsed nor trans to one another. [Often taken as the conformation where the dihedral angle between the groups is 60o.]

geometrical isomerism: a term describing isomerism owing to the presence of restricted rotation about a bond. [The major example is (Z) and (E) isomers of unsymmetrically substituted alkenes.]

ground state: the lowest energy state of an atom, molecule or ion.

half-life, t1/2: the time taken for the concentration of a substance in a reaction to reduce to half its original value. [Used in first order reactions and as a measure of the rate of radioactive decay.]

hard and soft acids and bases: a classification of acids and bases depending on their polarizability. [Hard bases include fluoride ions; soft bases include triphenylphosphine. Hard acids include Na+, whilst an example of a soft, polarisable acid is Pt2+; hard-hard and soft-soft interactions are favoured. Hardness and softness can be described in terms of the HOMO and LUMO interactions.]

heat of reaction: the amount of heat absorbed or evolved when specified amounts of compounds react under constant pressure. [Expressed as kilojoules per mole. For exothermic reactions the convention is that the enthalpy change (heat of reaction) is negative.]

heterogeneous reaction: a reaction which occurs between substances which are mainly present in different phases. [For example, between a gas and a liquid.]

heterolytic reaction: a reaction in which a covalent bond is broken with unequal sharing of the electrons from the bond.

HOMO: the highest occupied molecular orbital of a molecule, ion or atom.

homolytic reaction: a reaction in which a covalent bond is broken with equal sharing of the electrons from the bond.

hybridization: the process whereby atomic orbitals of different type but similar energies are combined to form a set of equivalent hybid orbitals. These hybrid orbitals do not exist in the atoms but only in the formation of molecular orbitals by combining atomic orbitals from different atoms.

hydroboration: the cis-addition of B-H bonds across double (or triple) carbon-carbon bonds.

hydrogenolysis: the cleaving of a chemical bond by hydrogen. [Generally carried out in the presence of a hydrogenation catalyst.]

hydrolysis: the addition of the elements of water to a substance, often with the partition of the substance into two parts, such as in the hydrolysis of an ester to an acid and an alcohol.

inductive effect: an electronic effect transmitted through bonds in an organic compound due to the electronegativity of substituents and the permanent polarization thereof. [The substituent either induces charge towards or away from itself with the formation of a dipole.]

infrared spectroscopy: the study of the absorption of infrared light by substances. [Since this corresponds to vibrational (and some rotational) changes, infrared spectroscopy provides valuable information about the structure of a substance. Detailed correlation tables exist relating infrared bands (absorbances) to functional groups.]

inhibitor: a general term for any compound which will inhibit (slow down) a reaction. [Inhibitors vcan be used to slow down or stop free radical chain reactions.]

ion: an atom or group of atoms that has lost or gained one or more electrons to become a charged species.

isomers: compounds having the same atomic composition (constitution) but differing in their chemical structure. [They include: structural isomers (chain or positional), tautomeric isomers, and stereoisomers - including geometrical isomers, optical isomers and conformational isomers.]

kinetics: the study of the rate of reactions.

kinetically controlled product: the product formed as the result of the fastest reaction in a set of competing reaction pathways.

laevorotatory: the phenomenon that turns plane polarised light in an anticlockwise direction.

LCAO: a method for the calculation of molecular orbitals from a linear combination of atomic orbitals.

Lewis acid: an agent capable of accepoting a pair of electrons to form a coordinate bond.

Lewis base: an agent capable of donating a pair of electrons to form a coordinate bond.

lone pair: a pair of electrons in a molecule which is not shared by two of the constituent atoms.

LUMO: the lowest unoccupied molecular orbital in a molecule or ion.

Markownikow's rule: in the ionic addition of hydrogen halides to a carbon-carbon double bond the halogen attaches itself to the carbon atom bearing the least number of hydrogen atoms. Example [The rule is useful in the prediction of the major product from such reactions. Free radical reactions proceed in the opposite sense, giving rise to anti-Markownikow addition.]

mass spectrometry: a form of spectrometry in which, generally, high energy electrons are bombarded onto a sample and this generates charged fragments of the parent substance; these ions are then focused by electrostatic and magnetic fields to give a spectrum of the charged fragments.

mesomerism: = resonance.

microwave spectroscopy: the interaction of electromagnetic waves with wavelengths in the range 10-2 to 1 metre. [This energy range corresponds to rotational frequencies and hence microwave spectroscopy is useful in studying the structure of materials (generally gases) and in their characterisation.]

molecular orbitals: the electron orbitals belonging to a group of atoms forming a molecule.

molecule: the smallest particle of matter that can exist in a free state. In the case of ionic substances, such as sodium chloride, the molecule is considered as a pair of ions, NaCl.

Newman projection: a projection obtained by viewing along a carbon-carbon single (double) bond. Example

nuclear magnetic resonance (nmr) spectroscopy: a form of spectroscopy which depends on the absorption and emission of energy arising from changes in the spin states of the nucleus of an atom. [For aggregates of atoms, as in molecules, minor variations in these energy changes are caused by the local chemical environment. The energy changes used are in the radiofrequency range of the electromagnetic spectrum and depend upon the magnitude of an applied magnetic field.]

nucleophile: a substance which donates a pair of electrons in the reaction considered.

nucleophilic substitution: an overall reaction in which a nucleophile reacts with a compound displacing another nucleophile. [Such reactions commonly occur in aliphatic chemistry. If the reaction is unimolecular they are known as SN1 reactions; for reactions which are bimolecular, they are known as SN2 reactions.]

optical activity: the property of certain substances to rotate plane polarized light. [It is associated with asymmetry. Compounds that possess a chiral carbon atom of all the same 'handedness' will rotate plane polarized light. Isomers that rotate light in equal but opposite directions are sometimes called 'optical isomers', although the better term to use is 'enantiomers'.]

oxidation: a chemical process in which the proportion of electronegative substituents in a compound is increased, or the charge is made more positive, or the oxidation number is increased.

photochemical reaction: a chemical reaction brought about by the action of light.

polarimeter: an instrument used to measure the amount of rotation of plane polarized light by a compound, generally prepared in a solution.

protecting group: a group that is used to protect a functional group from unwanted reactions. After application the protecting group can be removed to reveal the original functional group.

racemic mixture, racemate: an equimolar mixture of the two enantiomeric isomers of a compound. [As a consequence of the equal numbers of laevo- and dextro-rotatory molecules present in a racemate, there is no net rotation of plane polarized light.]

radical: a term applied to an atom or molecule having one or more free valencies. [See 'free radicals'.]

reduction: chemical processes in which the proportion of more electronegative substituents is decreased, or the charge is made more negative, or the oxidation number is lowered.

resolution: the separation of a racemate into its two enantiomers by means of some chiral agency.

resonance: the representation of a compound by two or more canonical structures in which the valence electrons are rearranged to give structures of similar probability. [The actual structure is considered to be a hybrid or the resonance forms.]

reversible process: a process in which the forward reaction can reach an equilibrium with the reverse reaction.

rotamers: isomers formed by restricted rotation. [See also conformational isomers.] R

,S convention: a formal non-ambiguous, nomenclature system for the assignment of absolute configuration of structure to chiral atoms, using the Cahn, Ingold and Prelog priority rules.

saturated: the term given to organic molecules which contain no multiple bonds.

sawhorse projection: the sideways projection of a carbon-carbon single bond and the attached substituents. [It gives a clearer representation of stereochemistry than the Fischer projection. See also Newman projection.]

spectrometer: an instrument that measures the spectrum of a sample. [For example a mass spectrometer]

spectrophotometer: an instrument that measures the degree of absorption (or emission) of electromagnetic radiation by a substance. The measuring system generally includes a photomultiplier. [ U.v., i.r., visible, and microwave regions of the electromagnetic spectrum may be measured in this way.]

stability constant: when a complex is formed between a metal ion and an a ligand in solution, the equilibrium may be expressed by a constant which is related to the free energy change for the process: For: M + A = MA : - deltaG = RTlnK

stereochemistry: the study of the spatial arrangements of atoms in molecules and complexes.

stereoisomer: another name for configurational isomer.

stereospecific reactions: reactions in which bonds are broken and made at a particular carbon atom and which lead to a single stereoisomer. If the configuration is altered in the process the reaction is said to involve inversion of configuration; if the configuration remains the same the transformation occurs with retention of configuration.

steric hindrance: the phenomenon of physical blockage of a particular site within a molecule by the presence of local atoms or groups of atoms. [As a consequence of steric hindrance, a reaction at a particular site will be impeded.]

structural isomerism: isomers which differ in the order of bonding of the constituent atoms.

substitution reactions: reactions in which one atom or group of atoms is replaced by another atom or group of atoms. [See electrophilic substitutions and nucleophilic substitutions.]

tautomerism: a form of structural isomerism where the two structures are interconvertible by means of the migration of a proton.

tosylation: a reaction which introduces the toluene-4-sulphonyl group into a molecule. [Generally by reaction of an alcohol with tosyl chloride to give the tosylate ester.]

transition state: the point of highest energy on an energy against reaction coordinate curve. [By definition the transition state is the least stable point (peak) on a reaction path; a reaction path may involve more than one transition states.

ultraviolet light: radiation of an energy range than that of visible light but lower than that of ionising radiations such as X-rays. Many substances absorb ultraviolet light, leading to electronic excitation. [This process is useful both as a means for characterising materials and for stimulating chemical reactions (photochemical reactions.)]

unsaturated: the term given to an organic compound containing multiple bonds.

valence isomerisation: the isomerisation of molecules which involve structural changes resulting only from a relocation of single and double bonds. If a dynamic equilibrium is established between the two isomers it is also referred to as valence tautomerism. An example is the valence tautomerism of cyclo-octa-1,3,5-triene.]

valence bond theory: the wave mechanical basis of resonance theory.

vinyl group: the ethenyl group, -CH=CH2.

Walden inversion: a Walden inversion occurs at a tetrahedral carbon atom during an SN2 reaction when the entry of the reagent and the departure of the leaving group are synchronous. The result is an inversion of configuration at the centre under attack.

Dr Jeffrey Gosper and Prof. Peter Sammes, Brunel University, 1995.

Jeff Gosper: Feb 1995