Organic Chemistry II
Handout #1A – Alcohols
1) What type of orbital do the lone pair electrons on oxygen occupy in ethanol?
A) σ
B) π
C) p
D) sp
E) sp3
2) Provide the structure of the major organic product in the reaction below.
3) Provide the structure of the major organic product in the reaction below.
4) Provide the structure of the major organic product in the reaction below.
5) Provide the structure of the major organic product in the reaction below.
(CH3)2CHCH2CH2CHO →
6) Provide the structure of the major organic product in the reaction below.
7) Provide the reagents necessary to carry out the transformation shown below.
8) Provide the reagents necessary to carry out the transformation shown below.
9) 2-Methylpentan-3-ol is classified as __________.
A) a primary alcohol
B) a secondary alcohol
C) a tertiary alcohol
D) a phenol
E) an enol
10) Provide an acceptable name for the compound below.
11) Provide an acceptable name for the compound below.
12) Provide an acceptable name for the compound below.
13) Provide the reagents necessary to convert (R)-3-methylpent-1-ene to (R)-3-methylpentan-1-ol.
14) Provide the reagents necessary to carry out the conversion shown below.
15) Provide the structure of the major organic product in the reaction shown below.
16) Provide the structure of the major organic product in the reaction shown below.
17) Provide the structure of the major organic product in the reaction shown below.
CH3CH2CH2CHO →
18) Provide the structure of the major organic product in the reaction shown below.
19) Provide the structure of the major organic product in the reaction shown below.
20) A novice chemist wished to prepare 1-methylcyclohexane-1,4-diol from the keto alcohol shown below by treating it with the appropriate Grignard reagent. Was the chemist successful? Explain.
21) Provide the