Chlorination of toluene in the presence of li | vedclass

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(D) $1$. Chlorination of toluene in the presence of light and heat (free radical substitution) leads to the formation of benzal chloride $(C_6H_5CHCl_

Vedclass · Accepted Answer

Benzoic acid

Vedclass · Answer

(D) $1$. Chlorination of toluene in the presence of light and heat (free radical substitution) leads to the formation of benzal chloride $(C_6H_5CHCl_2)$ or benzotrichloride $(C_6H_5CCl_3)$ depending on the amount of chlorine. Assuming excess chlorine,we get benzotrichloride $(C_6H_5CCl_3)$.$2$. Hydrolysis of benzotrichloride with aqueous $NaOH$ replaces the chlorine atoms with hydroxyl groups,forming an unstable gem-triol $(C_6H_5C(OH)_3)$.$3$. This unstable intermediate loses a water molecule to form benzoic acid $(C_6H_5COOH)$.

Chlorination of toluene in the presence of light and heat followed by treatment with aqueous $NaOH$ yields:

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