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Question: The Hinsberg test of a compound \(\mathrm { C } _ { 5 } \mathrm { H } _ { 14 } \mathrm {~N} _ { 2 }\...

The Hinsberg test of a compound C5H14 N2\mathrm { C } _ { 5 } \mathrm { H } _ { 14 } \mathrm {~N} _ { 2 }produces a solid that is insoluble in 10% aq. NaOH. This solid derivative dissolves is 10% aqueous sulphuric acid. Which of the following would best describe these facts?

A

NH2CH2CH2 N(CH3)2\mathrm { NH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm {~N} \left( \mathrm { CH } _ { 3 } \right) _ { 2 }

B

(CH3)2NCH2CH2NHCH3\left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { NCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { NHCH } _ { 3 }

C

NH2CH2C(CH3)2CH2NH2\mathrm { NH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { C } \left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { CH } _ { 2 } \mathrm { NH } _ { 2 }

D

(CH3)2NCH2 N(CH3)2\left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { NCH } _ { 2 } \mathrm {~N} \left( \mathrm { CH } _ { 3 } \right) _ { 2 }

Answer

(CH3)2NCH2CH2NHCH3\left( \mathrm { CH } _ { 3 } \right) _ { 2 } \mathrm { NCH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { NHCH } _ { 3 }

Explanation

Solution

: amine does not react with Hinsberg reagent, amine reacts but is not soluble in alkali.