What is the correct order of ease of replacem | vedclass

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(C) Photochlorination proceeds via a free radical mechanism. The ease of replacement of a hydrogen atom depends on the stability of the resulting free

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$H_b > H_d > H_c > H_a$

Vedclass · Answer

(C) Photochlorination proceeds via a free radical mechanism. The ease of replacement of a hydrogen atom depends on the stability of the resulting free radical intermediate.$1$. $H_b$ is a benzylic hydrogen. The resulting radical is resonance-stabilized by the benzene ring,making it the most stable radical.$2$. $H_d$ is a secondary $(2^{\circ})$ alkyl hydrogen. The resulting radical is a secondary alkyl radical,which is more stable than primary radicals.$3$. $H_c$ is a primary $(1^{\circ})$ alkyl hydrogen. The resulting radical is a primary alkyl radical.$4$. $H_a$ is an aromatic hydrogen attached directly to the benzene ring. Replacing this requires breaking a strong $sp^2$ $C-H$ bond,which is very difficult under standard photochlorination conditions.Therefore,the stability order of the radicals is: Benzylic > $2^{\circ}$ alkyl > $1^{\circ}$ alkyl > Aromatic.The order of ease of replacement is $H_b > H_d > H_c > H_a$.

What is the correct order of ease of replacement of the hydrogen atom by a chlorine atom in the following compound by photochlorination?

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