Organic Chemistry Some Basic Principles And Techniques Ques 64

64. Which of the following is the most stable carbocation (carbonium ion)?

[1991]

(a) $CH_3 \stackrel{+}{C} H_2$

(b) $(CH_3)_2 \stackrel{+}{C} H$

(c) $(CH_3)_3 \stackrel{+}{C}$

(d) $C_6 H_5 \stackrel{+}{C} H_2$

Show Answer

Solution:

  1. (c) Higher the $+I$ effect greater is stability of the species. Thus,

$(CH_3)_3 C^{+}>(CH_3)_2 \stackrel{+}{C} H>C_6 H_5 \stackrel{+}{C} H_2>CH_3 \stackrel{+}{C} H_2$

Also, primary benzyl carbocation have almost the same stability as $2^{\circ}$-alkyl carbocations.



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