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Q.Why is thionyl chloride preferred to prepare acid chloride from carboxylic acid?
Assam AhsecAHSEC Higher Secondary (HS) Final Examination 2026Subjective· 1mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →SOCl₂ is preferred because SO₂ and HCl escape as gases, giving a pure product; the OR part: dehydration rate is 1° < 2° < 3°.
Main. Carboxylic acids can be converted to acid chlorides using PCl₃, PCl₅ or SOCl₂. Thionyl chloride (SOCl₂) is preferred because the reaction gives, besides the acid chloride, only two gaseous by-products — sulphur dioxide (SO₂) and hydrogen chloride (HCl):
RCOOH + SOCl₂ → RCOCl + SO₂↑ + HCl↑.
Since both by-products are gases and leave the reaction mixture, the acid chloride is obtained in a pure state (PCl₅ leaves POCl₃ behind, which contaminates the product).
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