A Levels Chemistry (9701)•9701/11/O/N/19

Explanation
Oxidative cleavage of alkenes with KMnO4 Steps:
- Hot, concentrated, acidified KMnO4 oxidatively cleaves the C=C bond, converting =CR2 to ketone RCOR, =CHR to carboxylic acid RCOOH, and =CH2 to CO2.
- The reaction yields a single organic product, indicating the alkene is symmetric so both cleavage fragments are identical.
- Examine each option: identify the alkene's substitution pattern and predict cleavage products.
- Match the option that produces only one unique organic compound.
Why D is correct:
- D is a symmetric alkene (e.g., (CH3)2C=C(CH3)2), cleaving to two molecules of acetone (CH3)2C=O, a single product per the reaction rule for identical fragments.
Why the others are wrong:
- A: Unsymmetric (e.g., CH3CH=CHCH3), yields two different aldehydes/ketones.
- B: Terminal alkene (e.g., CH2=CH2), produces CO2 and no organic product.
- C: Unsymmetric disubstituted (e.g., CH3CH=CH2), yields acetic acid and CO2, not a single organic product.
Final answer: D
Topic: Hydrocarbons
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