Select the incorrect option:

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(A) In the chlorination of isobutane $(CH_3-CH(CH_3)-CH_3)$,the relative reactivity of $1^\circ$ and $3^\circ$ hydrogens is $1 : 5$. Number of $1^\cir

Vedclass · Accepted Answer

$CH_3-CH(CH_3)-CH_3 \xrightarrow[h
u]{Cl_2} CH_3-CCl(CH_3)-CH_3$ (Major)

Vedclass · Answer

(A) In the chlorination of isobutane $(CH_3-CH(CH_3)-CH_3)$,the relative reactivity of $1^\circ$ and $3^\circ$ hydrogens is $1 : 5$. Number of $1^\circ$ $H$ atoms = $9$. Number of $3^\circ$ $H$ atoms = $1$. Relative yield of $1^\circ$ product = $9 	imes 1 = 9$. Relative yield of $3^\circ$ product = $1 	imes 5 = 5$. Since $9 > 5$,the primary chloride $(CH_3-CH(CH_3)-CH_2Cl)$ is the major product,not the tertiary chloride. Therefore,option $(A)$ is incorrect. $(B)$ Allylic bromination with $NBS$ is correct. $(C)$ Anti-Markovnikov addition of $HBr$ in the presence of peroxide is correct. $(D)$ Peroxide effect is only applicable to $HBr$,not $HCl$. Thus,$HCl$ follows Markovnikov's rule,making this option also incorrect. However,$(A)$ is the most standard textbook example of an incorrect major product prediction based on reactivity ratios.

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