Alcohol, Ethers, and Phenols

Please see the attached file for the fully formatted problems.

(Points: 1)     Which one of the following would furnish the highest yield of a methyl ether on reaction with NaOCH3 under conditions of the Williamson synthesis?

a. p-Nitrophenol
b. Bromobenzene
c. tert-Butyl bromide
d. 1-Butene
e. Benzyl chloride
  
2. (Points: 1)     Which pair of reagents from the list below react together to give tert-butyl methyl ether?

A. CH3O-Na+
B. (CH3)3CO-K+
C. CH3Br
D. (CH3)3CBr

a. A and C
b. A and D
c. B and C
d. B and D

3. (Points: 1)     Four of the following are resonance forms of each other. Which one is not?




a. 1
b. 2
c. 3
d. 4
e. 5
  
4. (Points: 1)     Which one of the following best represents the rate-determining transition state for the reaction of sodium phenoxide (C6H5ONa) with methyl bromide?

a. 1
b. 2
c. 3
d. 4
e. 5
  
5. (Points: 1)  Which phenol is the most acidic?

a. Phenol
b. 2-Methyl-6-nitrophenol
c. 3-Methyl-5-nitrophenol
d. 2,6-Dimethyl-3-nitrophenol
e. 2,4,6-Trimethylphenol
  
6. (Points: 1) Which of the following compounds are formed on epoxidation of trans-2-butene with peroxyacetic acid?



a. only A
b. a mixture containing equal quantities of B and C
c. a mixture containing equal quantities of A and B
d. a mixture containing equal quantities of A and C
e. a mixture containing equal quantities of A, B, and C
  
7. (Points: 1) The two structures shown are:

a. constitutional isomers
b. enantiomers
c. different resonance forms of the same species
d. different conformations of the same species
e. 5. diastereomers
8.
(Points: 1)     Which is the best synthesis of 2-methyl-2-butanol?

a. Acid-catalyzed hydration of 2-methyl-2-butene
b. Treatment of 2-bromo-2-methylbutane with sodium hydroxide
c. Treatment of 2-methylbutane with sodium hydroxide
d. Oxidation of 2-methyl-2-butene with Na2Cr2O7 in aqueous sulfuric acid
e. Treatment of 2-methyl-1-butene with peroxyacetic acid

9. (Points: 1)     Which one of the following compounds is the most acidic?

a. 1-Phenylethanol
b. 2-Phenylethanol
c. o-Ethylphenol
d. Ethyl phenyl ether
e. Nitrobenzene

10. (Points: 1)     What products are formed in the following reaction?




a. (CH3)3CO-Na+ + CH3Cl
b. (CH3)3COCH3 + NaCl
c. (CH3)3CC(CH3)3 + NaOCl
d. (CH3)2C=CH2 + CH3OH + NaCl
e. No reaction will occur

Attached file(s):

module 9.docx  View File