JEE Main · 2020 · Shift-ImediumGOC-032

Which of the following compounds shows geometrical isomerism?

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

Which of the following compounds shows geometrical isomerism?

Options
  1. a

    2-methylpent-2-ene

  2. b

    4-methylpent-2-ene

  3. c

    4-methylpent-1-ene

  4. d

    2-methylpent-1-ene

Correct Answerb

4-methylpent-2-ene

Detailed Solution

imageStep 1: Identifying Geometrical Isomerism in Alkenes Geometrical isomerism (cis/transcis/trans or E/ZE/Z) requires each carbon of the double bond to be attached to two different groups.

  • 2-methylpent-2-ene: \ce(CH3)2C=CHCH2CH3\ce{(CH3)2C=CHCH2CH3} (One carbon has two methyls - No GI)
  • 4-methylpent-1-ene: \ceCH2=CHCH2CH(CH3)2\ce{CH2=CHCH2CH(CH3)2} (Terminal bond - No GI)
  • 2-methylpent-1-ene: \ceCH2=C(CH3)CH2CH2CH3\ce{CH2=C(CH3)CH2CH2CH3} (Terminal bond - No GI)
  • 4-methylpent-2-ene: \ceCH3CH=CHCH(CH3)2\ce{CH3CH=CHCH(CH3)2}

Step 2: Final Evaluation In 4-methylpent-2-ene, the C2 is attached to H and Me, and C3 is attached to H and Isopropyl. Both possess two different groups.

Answer: (b) 4-methylpent-2-ene\boxed{\text{Answer: (b) 4-methylpent-2-ene}}

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