Chemistry Carboxylic Acids MDCAT 2019
PMDC Verified Question 68 of 94
Which balance chemical equation show the formation of ethanoyl chloride using thionyl chloride?
A
\( \text{CH}_3\text{CH}_2\text{COOH} + 2\text{SOCl} \longrightarrow \text{CH}_3\text{CH}_2\text{COCl} + \text{SO}_2 + \text{HCl} \)
B
\( \text{CH}_3\text{COOH} + \text{SOCl}_2 \longrightarrow \text{CH}_3\text{COCl} + \text{SO}_2 + \text{HCl} \)
C
\( \text{HCOOH} + \text{SOCl}_2 \longrightarrow \text{HCOCl} + \text{SO}_2 + \text{HCl} \)
D
\( \text{CH}_3\text{CH}_2\text{COOH} + 2\text{SOCl} \longrightarrow \text{CH}_3\text{CH}_2\text{COCl} + \text{SO}_3 + \text{HCl} \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: \( \text{CH}_3\text{COOH} + \text{SOCl}_2 \longrightarrow \text{CH}_3\text{COCl} + \text{SO}_2 + \text{HCl} \)
Concept:

Thionyl chloride (\( \text{SOCl}_2 \)) reacts with carboxylic acids in a 1:1 molar ratio, creating an acyl chloride, sulfur dioxide gas, and hydrogen chloride gas.

Solution:

  • We must identify the correct acid: Ethanoyl chloride implies the starting material must be ethanoic acid (acetic acid, \( \text{CH}_3\text{COOH} \)).


  • Check the balancing: 1 mole of \( \text{CH}_3\text{COOH} \) + 1 mole of \( \text{SOCl}_2 \) correctly balances to yield 1 mole of \( \text{CH}_3\text{COCl} \) + 1 mole of \( \text{SO}_2 \) + 1 mole of \( \text{HCl} \).


Why other options are incorrect:

Option A and D use propanoic acid (\( \text{CH}_3\text{CH}_2\text{COOH} \)) and incorrectly list the reagent as "SOCl". Option C utilizes methanoic (formic) acid, which yields formyl chloride.

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