Chemistry Carboxylic Acids ETEA 2019
PMDC Verified Question 63 of 94
Which compound shows the highest boiling point?
A
\( \text{CH}_3\text{COOH} \)
B
\( \text{C}_2\text{H}_5\text{OH} \)
C
\( \text{C}_2\text{H}_5\text{-O-C}_2\text{H}_5 \)
D
\( (\text{CH}_3\text{CH}_2)_3\text{N} \)
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: \( \text{CH}_3\text{COOH} \)
Concept:

Boiling point is heavily dependent on the strength of intermolecular forces. Hydrogen bonding is exceptionally strong in carboxylic acids because they form dimers.

Solution:

  • Ethers (Option C) and tertiary amines (Option D) lack \( \text{O-H} \) or \( \text{N-H} \) bonds and cannot act as hydrogen bond donors; their boiling points are low.


  • Alcohols like ethanol (Option B) can hydrogen bond, but only single strands.


  • Carboxylic acids like acetic acid (Option A) form tightly bound cyclic dimers via double hydrogen bonds, drastically increasing the energy required to vaporize them.


Why other options are incorrect:

None of the other functional groups can form the uniquely stable cyclic dimer geometry characteristic of carboxylic acids.

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