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Question

Find out the order of stability between the species given below.
CH3−C|CNH−+CH−CH3 and C|CNH2−CH2−+CH−CH3

A
C|CNH2CH2+CHCH3CH3C|CNH+CHCH3
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B
CH3C|CNH+CHCH3>C|CNH2CH2+CHCH3
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C
C|CNH2CH2+CHCH3>CH3C|CNH+CHCH3
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D
Cannot predict
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Solution

The correct option is C C|CNH2CH2+CHCH3>CH3C|CNH+CHCH3
CN is an electron withdrawing group. Therefore, it will decrease the stability of the carbocation.
As the distance between the electron withdrawing group (CN) and carbocation carbon increases, the stability of carbocation increases as -I nature of (CN) is distance dependence.
Therefore, the order of stability of carbocation is:
C|CNH2CH2+CHCH3>CH3C|CNH+CHCH3

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