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NEET
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Chemistry
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Carboxylic Acid Derivatives

NEET · Chemistry · Carboxylic Acid Derivatives

An unknown alkene 'X' on vigorous oxidation with acidic KMnO_4...

An unknown alkene 'X' on vigorous oxidation with acidic KMnO4\text{KMnO}_4 yields a mixture of propan-2-one and ethanoic acid as the major organic products. The IUPAC name of the alkene 'X' is:

Options

  1. A2-Methylbut-2-ene
  2. B2-Methylbut-1-ene
  3. C3-Methylbut-1-ene
  4. DPent-2-ene

Correct answer

A. 2-Methylbut-2-ene

Step-by-step solution

Vigorous oxidation of alkenes with acidic KMnO4\text{KMnO}_4 cleaves the C=C\text{C=C} double bond.

The products are propan-2-one (CH3-CO-CH3\text{CH}_3\text{-CO-CH}_3) and ethanoic acid (CH3COOH\text{CH}_3\text{COOH}).

Propan-2-one is a ketone, which indicates that one of the doubly bonded carbons was disubstituted, specifically a =C(CH3)2\text{=C(CH}_3)_2 group.

Ethanoic acid is a carboxylic acid, which indicates that the other doubly bonded carbon had one hydrogen atom and one methyl group, specifically a =CH-CH3\text{=CH-CH}_3 group.

Joining these two fragments at the double bond gives the structure of the original alkene 'X': (CH3)2C=CH-CH3\text{(CH}_3)_2\text{C=CH-CH}_3.

The IUPAC name of this compound is 2-methylbut-2-ene.

Answer: 2-Methylbut-2-ene
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