Chemistry Carboxylic Acids SET 2019
PMDC Verified Question 58 of 94
Acetyl chloride (Ethanoyl chloride) is used in the synthesis of organic compounds. It is prepared by treating acetic acid with:
A
\( \text{SOCl}_2 \)
B
\( \text{HCl} \)
C
\( \text{CH}_3\text{Cl} \)
D
\( \text{ClNH}_2 \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: \( \text{SOCl}_2 \)
Concept:

Thionyl chloride (\( \text{SOCl}_2 \)) is the premier, preferred reagent for converting carboxylic acids into acid chlorides because the byproducts are gaseous and immediately leave the reaction mixture, driving it to completion.

Formula:

$$ \text{CH}_3\text{COOH} + \text{SOCl}_2 \longrightarrow \text{CH}_3\text{COCl} + \text{SO}_2\uparrow + \text{HCl}\uparrow $$

Solution:

  • Acetic acid reacts with \( \text{SOCl}_2 \) to form acetyl chloride.


  • The gas evolution (\( \text{SO}_2 \) and \( \text{HCl} \)) makes the product incredibly easy to purify without complex distillation.


Why other options are incorrect:

Aqueous \( \text{HCl} \) does not readily substitute the \( -\text{OH} \) of a carboxylic acid because the leaving group (\(\text{OH}^-\)) is poor. Options C and D are not halogenating agents.

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