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Q. In which of the compounds given below there is more than one kind of hybridization $(sp, sp^2, sp^3)$ for carbon ?
(i) $CH_3CH_2CH_2CH_3$
(ii) $CH_3CH = CHCH_3$
(iii) $CH_2=CH-CH=CH_2$
(iv) $H -C \equiv C - H$

Organic Chemistry – Some Basic Principles and Techniques

Solution:

(i) $\overset{sp^3}{CH _{3}}- \overset{sp^3}{CH _{2}}- \overset{sp^3}{CH _{2}}- \overset{sp^3}{CH _{3}}$
Only $sp ^{3}$ hybridized carbon.
(ii) $\overset{sp^3}{CH _{3}}- \overset{sp^3}{CH _{2}}= \overset{sp^3}{CH}- \overset{sp^3}{CH _{3}}$
Both $sp ^{2}$ and $sp ^{3}$ hybridized carbon.
(iii) $\overset{sp^2}{CH _{2}}= \overset{sp^2}{CH}- \overset{sp^2}{CH} = \overset{sp^2}{CH_2}$
Only $sp ^{2}$ hybridized carbon.
(iv) $H -\underset{ sp }{ C}=\underset{ sp }{ C }- H$
Only sp hybridized carbon.