Ncert Exercises & Solutions

Which of the following is correct?

(i). \(\mathrm{CH}_3-\mathrm{O}-\mathrm{CH}_2{ }^{\oplus} \text { is more stable than } \mathrm{CH}_3-\mathrm{CH}_2{ }^{\oplus}\)
(ii). \(\left(\mathrm{CH}_3\right)_2 \mathrm{CH}^{\oplus} \text { is less stable than } \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2{ }^{\oplus}\)
(iii). \(\mathrm{CH}_2=\mathrm{CH}-\mathrm{CH}_2{ }^{\oplus} \text { is more stable than } \mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_2{ }^{\oplus}\)
(iv). \(\mathrm{CH}_2=\mathrm{CH}^{\oplus} \text { is more stable than } \mathrm{CH}_3-\mathrm{CH}_2{ }^{\oplus}\)

1. (i) & (iv)
2. (iii) Only
3. (i) & (iii)
4. (i) ,(iii),(iv)

Hint: +I (inductive) effect and +R (resonance) effect enhance the stability of the carbonation.
(i)

{CH}_{3} - O - \overset{+}{C} H_{2}

is more stable than

{CH}_{3} - \overset{+}{C} H_{2}

(ii)

{({CH}_{3})}_{2} {CH}^{+}

is more stable than

{CH}_{3} - {CH}_{2} - \overset{+}{C} H_{2}

because former has stabilised by + I-effect of two

- {CH}_{3}

groups.

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