Chemistry Alcohols & Phenols ETEA 2024
PMDC Verified Question 15 of 95
Which of the following has the highest boiling point?
A
Ethyl alcohol
B
n-propyl alcohol
C
Isopropyl alcohol
D
tert-butyl alcohol
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: n-propyl alcohol
Concept:

Boiling point in organic molecules depends on molecular weight (London dispersion forces), hydrogen bonding, and surface area (branching). Branching decreases surface area, significantly lowering boiling point.

Formula:

$$ \text{Boiling Point} \propto \text{Molar Mass} \propto \frac{1}{\text{Branching}} $$

Solution:

  • First, compare molar masses: Ethyl alcohol (C2) is lightest, so it has the lowest boiling point (78°C).


  • Next, look at the others: n-propyl alcohol (C3, linear), Isopropyl alcohol (C3, branched), and tert-butyl alcohol (C4, heavily branched).


  • Tert-butyl alcohol has a higher molar mass but is a highly compact, spherical molecule, severely hindering its Van der Waals interactions and slightly shielding its hydrogen bonding. Its BP is 82.4°C.


  • n-propyl alcohol has a straight chain allowing maximum surface area overlap for Van der Waals forces alongside strong hydrogen bonding. Its BP is exceptionally high at 97°C.


Why other options are incorrect:

The extreme branching in tert-butyl alcohol completely offsets its higher molecular mass compared to the straight-chained C3 alcohol in this specific set of options.

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