A carbonyl compound 
is resistant to mild oxidation. Reduction of X affords a secondary alcohol 
. Treatment of Y with HBr gives the bromide Z , which is converted to a Grignard reagent. Reaction of this Grignard reagent with X followed by aqueous work-up produces 3,4-dimethyl-3-hexanol. The correct identities of 
, and Z are:
A
; 
B
C
D
; 
Text Solution
Verified by ExpertsThe correct answer is:
A
X must be a ketone (resistant to mild oxidation). With 
- butanone. Reduction → 2-butanol (secondary) 
bromobutane 
.
Grignard from Z adds to 2-butanone to give
= 3,4-dimethyl-3-hexanol.
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