Chemistry Alcohols & Phenols DUHS 2022
PMDC Verified Question 49 of 95
Primary alcohol when react with a halogen acid, the product is:
A
Secondary alcohol
B
Tertiary alcohol
C
Primary alcohol
D
Primary alkyl halide
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option D: Primary alkyl halide
Concept:

The reaction of an alcohol with a hydrogen halide (halogen acid like HCl, HBr, HI) is a nucleophilic substitution reaction where the -OH group is replaced by a halogen atom (-X).

Formula:

$$ \text{R-CH}_2\text{OH} + \text{HX} \xrightarrow{\text{ZnCl}_2} \text{R-CH}_2\text{X} + \text{H}_2\text{O} $$

Solution:

  • The hydroxyl group of the primary alcohol is protonated and then leaves as water.


  • The halide ion attacks the same primary carbon framework (typically via an \(\text{S}_N2\) mechanism for primary alcohols).


  • Because the carbon skeleton does not rearrange under normal conditions, a primary alkyl halide is formed.


Why other options are incorrect:

The product is a halide, not an alcohol (eliminating A, B, and C). It remains primary, so it cannot be a secondary alkyl halide unless a rare hydride shift rearrangement occurred (which is not standard for simple primary alcohols).

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