Chemistry Aldehydes & Ketones MDCAT 2014
PMDC Verified Question 82 of 94
A student mixed ethyl alcohol with small amount of sodium dichromate and added it to the hot solution of dilute sulphuric acid. A vigorous reaction took place. He distilled the product formed immediately. What was the product?
A
Acetone
B
Dimethyl ether
C
Acetic acid
D
Acetaldehyde
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option D: Acetaldehyde
Concept:

The oxidation of a primary alcohol can yield either an aldehyde or a carboxylic acid, depending heavily on the reaction conditions.

Formula:

$$ CH_3CH_2OH \xrightarrow{[O]} CH_3CHO \xrightarrow{[O]} CH_3COOH $$

Solution:

  • Ethyl alcohol (ethanol) is a primary alcohol.


  • When oxidized with sodium dichromate (\( Na_2Cr_2O_7 \)) and sulfuric acid, it first converts to acetaldehyde.


  • Because aldehydes are highly susceptible to further oxidation into carboxylic acids, the student deliberately distilled the product immediately.


  • Acetaldehyde has a much lower boiling point than both ethanol and acetic acid, allowing it to escape the oxidizing mixture rapidly before further oxidation can occur.


Why other options are incorrect:

If refluxed instead of distilled, the product would be acetic acid (Option C). Acetone is formed from 2-propanol, not ethanol. Dimethyl ether requires dehydration conditions (conc. \( H_2SO_4 \) at 140°C), not oxidation.

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