Aliphatic Compounds Containing Nitrogen - Result Question 30

####32. Match each of the compounds in Column I with its characteristic reaction(s) in Column II.

(2016, Adv.)

Column I Column II
(A) $CH _3 CH _2 CH _2 CN$ (p) Reduction with $Pd-C / H _2$
(B) $CH _3 CH _2 OCOCH _3$ (q) Reduction with $SnCl _2 / HCl$
(C) $CH _3 CH=CHCH _2 OH$ (r) Development of foul smell
on treatment with chloroform
and alcoholic KOH.
(D) $CH _3 CH _2 CH _2 CH _2 NH _2$ (s) Reduction with
diisobutylaluminium
hydride (DIBAL-H)
(t)Alkaline hydrolysis

Subjective Questions

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Answer:

Correct Answer: 32. $A \rightarrow p, q, s, t ; B \rightarrow p, s, t ; C \rightarrow p ; D \rightarrow r$

Solution:

Column I Column II
(A) $CH _3 CH _2 CH _2 CN$ : Gives amine with $Pd-C / H _2$
Gives aldehyde with
$SnCl _2 / HCl$ Gives amide with
diisobutyl- aluminium
hydride. Gives carboxylic
acid on alkaline hydrolysis.
(B) $\underset{\text { ester }}{CH _3 CH _2 OCOCH _3:}$ Reduced to alcohol with
$Pd-C / H _2$ Reduced with
diisobutylaluminium hydride
into aldehyde. Undergo
alkaline hydrolysis.
(C) $CH _3 CH=\underset{ }{CHCH} CH _2 OH$ Reduced to butanol when
treated with $Pd-C / H _2$.


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