Chemistry Hydrocarbons MDCAT 2019
PMDC Verified Question 33 of 65
Treatment of ethene with cold sulphuric acid followed by reaction with boiling water yields:
A
Ethyne
B
Ethanal
C
Ethane
D
Ethanol
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option D: Ethanol
Concept:

The indirect hydration of alkenes involves intermediate formation of an alkyl hydrogen sulfate, which is then hydrolyzed by water to produce an alcohol.

Formula:

$$ \text{CH}_2=\text{CH}_2 + \text{H}_2\text{SO}_4 \rightarrow \text{CH}_3\text{CH}_2\text{OSO}_3\text{H} $$
$$ \text{CH}_3\text{CH}_2\text{OSO}_3\text{H} + \text{H}_2\text{O} \xrightarrow{\text{boil}} \text{CH}_3\text{CH}_2\text{OH} + \text{H}_2\text{SO}_4 $$

Solution:

  • Ethene reacts with cold concentrated \( \text{H}_2\text{SO}_4 \) via electrophilic addition to form ethyl hydrogen sulfate.


  • When this intermediate is boiled with water, a hydrolysis reaction occurs, stripping the sulfate group and replacing it with a hydroxyl group (\( -\text{OH} \)).


  • The final product is the two-carbon alcohol, Ethanol.


Why other options are incorrect:

  • Ethyne is an alkyne, representing a higher oxidation state.


  • Ethanal is an aldehyde, which would require an oxidation step.


  • Ethane requires direct catalytic hydrogenation (addition of \( \text{H}_2 \)), not hydration.

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