Test 2

Question 1

What is Breat’s Rule

Answer 1

Has to do with the stability of alkenes
A bridged bicyclic compound cannot have a double bond at a bridgehead position unless one of the rings contains at least 8 carbon atoms.

Question 2

Rules for numbering in nomenclature

Answer 2

(1) most pi bonds on a single chain
(2) longest chain
(3) smallest numbers on most pi bonds/ subs

Question 3

How does stability affect bond dissociation energy

Answer 3

highest BDE means least stable

most stable: 3 > 2 > 1 :least stable

Question 4

Stability of carboanions

Answer 4

stability increases as the number of carbons it is connected to decreases
more resonance, more stable
most stable: 1 > 2 > 3: least stable

Question 5

Stability of alkenes

Answer 5

Look at Bredt’s rule
small ring constraints
more carbons connected to the pi bonds, the more stable

Question 6

Enantiomers

Answer 6

If all stereocenters have flipped

Question 7

Diastereomers

Answer 7

If some stereocenters have flipped

Question 8

meso compound

Answer 8

If all connected atoms on even number stereocenters but half oppose other half

Question 9

Bulky bases

Answer 9

TBUO (t-butanol)
TEA (triethylamine)
DMP
LDA

Question 10

Strong Bases

Answer 10

RO-
OH-
triple bond (—:)
NH2-

Question 11

SN1

Answer 11

Nucleophillic substitution