General Selection Problem

1. Which of the following is true for 3-methylbutanal?

a) This compound may be classified as an aldehyde.
b) This compound may be classified as a ketone.
c) An aldol reaction takes place on treatment with NaOH solution.
d) There is no reaction with LiAlH4 in ether solution.
e) An excess of CH3MgBr in ether reacts to give 4-methyl-2-pentanol.
f) Wolff-Kishner reduction gives butane.
g) This compound is an isomer of 3-pentanone.

2. Which of the following is true for 3-methyl-2-butanone?

a) It may be prepared by CrO3 oxidation of 2-methyl-2-butanol.
b) Reaction with NaBH4 gives a secondary alcohol.
c) It may be prepared by acidic Hg2+ catalyzed hydration of 3-methyl-1-butyne.
d) It forms a silver mirror on treatment with Ag(NH3)2.
e) This compound is an isomer of 4-penten-1-ol.

3. Which of these methods would serve to prepare 1-phenyl-2-propanol?

a) Addition of benzyl Grignard reagent to acetaldehyde (ethanal).
b) Addition of phenyl lithium to propylene oxide (methyloxirane).
c) Addition of phenyl Grignard reagent to acetone (2-propanone).
d) Acid-catalyzed hydration (addition of water to) of 2-phenyl-1-propene.
e) Addition of methyl Grignard reagent to acetophenone (methyl phenyl ketone).
f) Addition of methyl Grignard reagent to phenylacetaldehyde.
Organic ChkBox Problems
     



   
This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.