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Question

Which of the organic products of the following reactions has the least boiling point?
  1. CH3CH2COOHLiAlH4−−−H2O
  2. CH3COCH3LiBH4−−−H2O
  3. CH3CH2CHOLiBH4−−−H2O
  4. CH3CH=CH2(BH3)2−−−−−−H2O2,OH

A
CH3CH2COOHLiAlH4−−−H2O
B
CH3COCH3LiBH4−−−H2O
C
CH3CH=CH2(BH3)2−−−−−−H2O2,OH
D
CH3CH2CHOLiBH4−−−H2O
Solution
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In option A, the product formed is the primary alcohol because LiAlH4 reduces the carbonyl bond only.

CH3CH2COOHLiAlH4−−−H2OCH3CH2CH2OH1o alcohol

The organic product of the reaction of option (B) has the least boiling point.
In reaction of option (B), a secondary alcohol is obtained. In all the remaining reactions, a primary alcohol is obtained.
The boiling point of alcohol decreases with increase in branching. Thus, 2 propanal has lower boiling point than 1 propanal.
CH3COCH3LiBH4−−−H2OCH3C|OHHCH3

(C) CH3CH2CHOLiBH4−−−H2OCH3CH2CH2OH1o alcohol


In option D, the product formed is the primary alcohol because hydroboration of terminal alkene forms primary alkene the carbonyl bond only.

CH3CH=CH2(BH3)2−−−−−−H2O2,OHCH3CH2CH2OH1o alcohol

Boiling point order of alcohols are-

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Write IUPAC names of the following

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Q2
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