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Carcinogenicity of Aromatics

Which of the ...

Question

Which of the following amines can be directly oxidized to the corresponding nitro compound by potassium permanganate?
(a) ${C H}_{3} {N H}_{2}$
(b) $({C H}_{3})_{2} C H - {N H}_{2}$
(c) $({C H}_{3})_{2} N H$
(d) $C_{6} H_{5} {N H}_{2}$
(e) $({C H}_{3})_{3} C - {N H}_{2}$

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Solution

$C o n d i t i o n :$ The amine must be primary and $- N H_{2}$ group should be bonded to a $t e r t i a r y$ carbon

(a) ${C H}_{3} {N H}_{2} \to 1^{o} amine connected to primary carbon atom$

(b) $({C H}_{3})_{2} C H - {N H}_{2} \to 1^{o} amine connected to secondary carbon atom$

(c) $({C H}_{3})_{2} N H \to 2^{o} amine$

(d) $C_{6} H_{5} {N H}_{2} \to 1^{o} amine connected to phenyl carbon atom$

(e) $({C H}_{3})_{3} C - {N H}_{2} \to 1^{o} amine connected to tertiary carbon atom$

Correct answer is $(e) .$

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