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 |
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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 $Pd-C / H _2$. |
| (D) | $CH_3CH_2CH_2CH_2NH_2$ | A primary amine, gives carbylamine test. |
