Exam Questions
Free Radical Halogenation - Answer -✔✔
What free radical is most is likely to be formed from bromination? - Answer -✔✔A
tertiary radical (Most stable)
Combustion - Answer -✔✔
Pyrolysis (Cracking) - Answer -✔✔
What are nucleophiles? - Answer -✔✔Electron-rich species that are attracted to a
positively polarized atom (i.e. a carbonyl carbon)
What is a better nucleophile I or F? - Answer -✔✔Flourine
What is a better leaving group I or F? - Answer -✔✔Iodine
Sn1 Reaction - Answer -✔✔
What doesn't a nucleophile play a role in the rate of an Sn1 reaction? - Answer -✔✔It is
not involved in the rate-determining step...the formation of the carbocation.
What factors will help carbocation formation and therefore increase the rate of an Sn1
reaction? - Answer -✔✔1. Highly substituted carbons.
2. Polar solvents (Surround and isolate the carbocation)
3. Good leaving groups (Weak bases)
Sn2 Reaction - Answer -✔✔
Why is a Sn2 reaction bimolecular? - Answer -✔✔Its rate-determining step is dependent
on TWO species; both the substrate and the nucleophile.
What are the best conditions for an Sn2 reaction? - Answer -✔✔You must have a strong
nucleophile for the backside attack (thats what she said) with no steric hindrance.
With respect to optical activity, what do your end products of Sn1 and Sn2 reactions
become? - Answer -✔✔Sn1 = racemic mixture (nucleophile can attack from either the
top or the bottom of the planar carbocation), therefore loss of optical activity.
Sn2 = inversion of configuration and remains optically active.
, What role does tosylate usually play in reactions? - Answer -✔✔It usually acts as a
good leaving group and a good protecting group.
Catalytic Hydrogenation - Answer -✔✔
Addition of HX to an alkene - Answer -✔✔
Addition of X2 to alkene - Answer -✔✔
Addition of H2O to alkene - Answer -✔✔
Free Radical Addtion to alkene - Answer -✔✔
Hydroboration - Answer -✔✔
Oxidation with KMnO4 (Cold) - Answer -✔✔
Oxidation with KMnO4 (Hot) - Answer -✔✔
Ozonolysis - Answer -✔✔
Ozonolysis with Reduction - Answer -✔✔
Peroxycarboxylic acids - Answer -✔✔
What do you use to add to polymers? - Answer -✔✔
Whats another word for ethyne? - Answer -✔✔acetylene
Synthesis of Alkyne starting from dihalide - Answer -✔✔
Synthesis of Alkyne using acytelide ion - Answer -✔✔
Alkyne Reduction - Answer -✔✔
Alkyne Reduction by free radical - Answer -✔✔
Oxidation of Alkyne by KMnO4 - Answer -✔✔
Ozonolysis of Alkyne - Answer -✔✔
Hydroboration of Alkyne - Answer -✔✔