First slide

Organic reagents and intermediates

Question

Which is the most stable carbocation?

Moderate

A

${({CD}_{3})}_{3} \overset{+}{C}$
B

${({CH}_{3})}_{3} C^{+}$
C

${CH}_{3} \overset{+}{C} H_{2}$
D

$C^{+} H_{3}$

Solution

It has nine hyperconjugation structures. (a) has also 9 hyperconjugation structures but $C - D$ bond is stronger than $C - H$ bond $, {({CD}_{3})}_{3} C^{+}$ is less stabilised by hyperconjugation than ${({CH}_{3})}_{3} C^{+}$

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