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NEETChemistryGeneral Organic Chemistry

An unknown alkene 'X' with the molecular formula C₆H₁₂ yields 2-methylpentane upon catalytic hydrogenation. If 'X' exhibits geometrical isomerism, what is the IUPAC name of 'X'?

Options

  1. A2-Methylpent-2-ene
  2. B3-Methylpent-2-ene
  3. C4-Methylpent-2-ene
  4. DHex-2-ene

Correct answer

C. 4-Methylpent-2-ene

Step-by-step solution

Since catalytic hydrogenation of alkene 'X' yields 2-methylpentane, 'X' must possess the same carbon skeleton as 2-methylpentane. The possible alkenes with this skeleton are: 1. 2-Methylpent-1-ene: CH₂=C(CH₃)-CH₂-CH₂-CH₃ 2. 2-Methylpent-2-ene: (CH₃)₂C=CH-CH₂-CH₃ 3. 4-Methylpent-2-ene: CH₃-CH(CH₃)-CH=CH-CH₃ 4. 4-Methylpent-1-ene: CH₃-CH(CH₃)-CH₂-CH=CH₂ For an alkene to exhibit geometrical isomerism (GI), each carbon atom of the double bond must be bonded to two different atoms or groups. Evaluating the candidates: -

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