Which one of the following compounds does not yield alcohol on reduction with LiAlH4?
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>>Which of the following compounds will gi
Question

Which of the following compounds will give ethyl alcohol on reduction with LiAIH4?
This question has multiple correct options
A
(CH3CO)2O
B
CH3COCl
C
CH3CONH2
D
CH3COOC2H5
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Solution

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Correct options are A) , B) and D)
On reaction with LiAlH4, acid anhydrides, acid chlorides and esters are reduced to corresponding alcohol but amides are reduced to amines.
The reactions take place as:
A) (CH3CO)2O→2CH3CH2OH
B) CH3COCl→CH3CH2OH
C) CH3CONH2→CH3CH2NH2
D) CH3COOC2
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Answer:
( CH 3CO) 2 O+8[H] --------LiAlH 4 =
2CH 3 CH OH+H2 O
CH 3 COCl+4[H] -----LiAlH 4 =
CH 3 CH 2 OH+HCl
CH 3 COO C2 H 5 +4[H] ------ LiAlH 4 = 2C 2 H 5 OH
Amides on reduction with LiAlH 4
give corresponding amines.
( CH3 CO )2 O ; CH3COCl ; CH3COOC2H5
yields alcohol on reducition with LiAlH4