Chemistry Carboxylic Acids UHS 2023
PMDC Verified Question 22 of 94
Mr. Khan mix acetic acid with thionyl chloride. Which product is obtained?
A
\( \text{CH}_3\text{COCl} + \text{SO}_2 + \text{HCl} \)
B
\( \text{CH}_3\text{Cl} + \text{CH}_3\text{COCl} \)
C
\( \text{CH}_3\text{COOCH}_3 + \text{SO}_2 \)
D
\( \text{CH}_3\text{Cl} + \text{SO}_2 + \text{HCl} \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: \( \text{CH}_3\text{COCl} + \text{SO}_2 + \text{HCl} \)
Concept:

Thionyl chloride (\( \text{SOCl}_2 \)) is the most efficient reagent for converting a carboxylic acid into an acyl chloride (acid chloride).

Formula:

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

Solution:

  • The hydroxyl group (\( -\text{OH} \)) of the acetic acid is nucleophilically substituted by a chlorine atom.


  • This forms acetyl chloride (\( \text{CH}_3\text{COCl} \)).


  • The byproducts are sulfur dioxide (\( \text{SO}_2 \)) and hydrogen chloride (\( \text{HCl} \)), both of which escape as gases, driving the reaction to completion.


Why other options are incorrect:

Options B and D incorrectly suggest the cleavage of the C-C bond to form methyl chloride (\( \text{CH}_3\text{Cl} \)). Option C incorrectly depicts an ester.

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