Ethylidene chloride on treatment with aqueous | vedclass

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Question

(B) Ethylidene chloride $(CH_3-CHCl_2)$ reacts with aqueous $KOH$ to undergo nucleophilic substitution,replacing both chlorine atoms with hydroxyl gro

Vedclass · Accepted Answer

Acetaldehyde

Vedclass · Answer

(B) Ethylidene chloride $(CH_3-CHCl_2)$ reacts with aqueous $KOH$ to undergo nucleophilic substitution,replacing both chlorine atoms with hydroxyl groups to form a geminal diol $(CH_3-CH(OH)_2)$.Geminal diols are unstable and readily lose a water molecule to form a stable carbonyl compound.$CH_3-CHCl_2 + 2KOH(aq) \rightarrow CH_3-CH(OH)_2 + 2KCl$$CH_3-CH(OH)_2 \rightarrow CH_3-CHO + H_2O$Thus,the final product is acetaldehyde $(CH_3-CHO)$.

Ethylidene chloride on treatment with aqueous $KOH$ gives:

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