Organic 1 Review – A to Z

The presence of a “” indicates the molecule as a “Star Molecule”. These Stars should be known in all
representations and nomenclatures at all times throughout the course. Each answer should begin with the letter
presented in the problem.

A – This functional group is formed when a primary alcohol is treated with PCC.

B – This three-membered cationic intermediate forms when bromine reacts with an alkene.

C – An optically active molecule.

D – The relationship between a pair of cis/trans isomers.

E – A term that describes a pair of molecules that are non-equivalent mirror images.

F – The lowest molecular weight “aldehyde”.

G – Product obtained from reaction of an alkene with osmium tetroxide.

H – This reaction type occurs first in the two-stage conversion of propylene into 1-propanol.

I – Product formed from oxymercuration/demercuration of propylene.

J – Another name for a solution of chromic acid and sulfuric acid in *acetone.

K – Functional group formed when methylacetylene is treated with mercuric sulfate and sulfuric acid.

L - This hydrogenation system for alkynes is made by 'poisoning' palladium with lead acetate.

M - The relationship of two groups to each other on a benzene ring. (e.g. the “m” in m-CPBA).

N – This halogenated carboxylic acid derivative is most commonly referred by its 3-lettered abbreviation. It can be used to convert
propylene into allyl bromide without the risk of performing alkene additions.

O - This oxidative process converts each equivalent of alkene into twice as many acyl units.

P – The name of a specific aromatic alcohol.

Q – Classification of C2 in 2,2-dimethylpropane.

R – The carbon intermediate generated via homolytic bond cleavage of a C-C sigma bond.

S – Oxymercuration, halogenation (via addition), and SN2 can all be examples of this reaction type.

T - The mechanism involved in the acid or base catalyzed rearrangement of eth-1-en-1-ol and acetaldehyde.

U – Toluene, ethylene, and acetylene are examples of this type of hydrocarbon.

V - This term, from the Latin for neighbor, describes when two things are bound to neighboring carbons.

W - The name reaction between an alkoxide and a primary alkyl tosylate (or halide).

X – When this letter is connected to a sp3 carbon it represents this functional group (OK, this one is reaching a bit…).

Y – Suffix commonly used to designate a sp3 carbon substituent.

Z – In 1875, this scientist made an observation that the more substituted alkene is generated more preferably during elimination
reactions. Today, we recognize this major product to be the thermodynamically preferred product and we use his self-named rule in
making product predictions.