CH_3-C(CH_3)_2-NH_2 xrightarrow{NaNO_2 + HCl} | vedclass

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Question

(D) The reaction of primary aliphatic amines with $NaNO_2$ and $HCl$ produces an unstable diazonium salt,which rapidly decomposes to form a carbocatio

Vedclass · Accepted Answer

$CH_3-C(CH_3)_2-N=O$

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(D) The reaction of primary aliphatic amines with $NaNO_2$ and $HCl$ produces an unstable diazonium salt,which rapidly decomposes to form a carbocation $(R^+)$ and $N_2$ gas.For $CH_3-C(CH_3)_2-NH_2$,the intermediate is the tert-butyl carbocation $(CH_3)_3C^+$.This carbocation can react with water to form tert-butyl alcohol $(CH_3-C(CH_3)_2-OH)$,with chloride ions to form tert-butyl chloride $(CH_3-C(CH_3)_2-Cl)$,or lose a proton to form isobutylene $(CH_2=C(CH_3)_2)$.Nitroso compounds $(R-N=O)$ are typically formed from secondary amines,not primary aliphatic amines,in this reaction. Therefore,option $(d)$ is not formed.

$CH_3-C(CH_3)_2-NH_2 \xrightarrow{NaNO_2 + HCl}$ Product. Which of the following is not formed as a product?

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