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Which of the following reactions will un...

Which of the following reactions will undergo an elimination reaction and an alkene will be formed in the product ?

A

B

C

D

Text Solution

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The correct Answer is:
To determine which of the given reactions will undergo an elimination reaction to form an alkene, we need to analyze each option based on the possibility of removing a leaving group and forming a double bond. ### Step-by-Step Solution: 1. **Understanding Elimination Reactions**: - Elimination reactions typically involve the removal of a leaving group (like Br, OH, etc.) and a hydrogen atom from adjacent carbon atoms, resulting in the formation of a double bond (alkene). 2. **Analyzing Reaction A**: - In reaction A, we have a compound that reacts with zinc. The zinc donates an electron, and the bromine (Br) leaves. However, the double bond that forms is on a bridgehead carbon, which leads to high angle strain due to sp² hybridization. This high strain makes the formation of the alkene unfavorable. - **Conclusion**: Reaction A will not undergo elimination. 3. **Analyzing Reaction B**: - In reaction B, an alcohol is present, and OH is expected to leave from a beta position. Similar to reaction A, if the double bond forms on a bridgehead carbon, it will also experience high angle strain, making the reaction unfavorable. - **Conclusion**: Reaction B will not undergo elimination. 4. **Analyzing Reaction C**: - In reaction C, concentrated H₂SO₄ is used, which can protonate the alcohol, leading to the formation of a carbocation. However, if the double bond forms on a bridgehead carbon, it will again lead to high angle strain, making the alkene formation unfavorable. - **Conclusion**: Reaction C will not undergo elimination. 5. **Analyzing Reaction D**: - In reaction D, we have N-methyl (NME) and hydroxide (OH). The hydroxide acts as a base and removes a hydrogen from the beta position. This leads to the formation of a double bond between the carbon atoms, resulting in the formation of an alkene. The elimination occurs without the formation of a bridgehead alkene, thus avoiding angle strain. - **Conclusion**: Reaction D will undergo elimination and form an alkene. ### Final Answer: The reaction that will undergo an elimination reaction and form an alkene is **D**.
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Knowledge Check

  • Which of the following reaction is an example of elimination reaction :

    A
    `CH_3-CHOunderset(H_2O)overset(CH_3MgBr)to CH_3-undersetunderset(OH)(|)CH-CH_3`
    B
    `CH_3-undersetunderset(OH)(|)CH-CH_3underset(Delta)overset(Conc. H_2SO_4)to CH_3-CH=CH_2`
    C
    `CH_3-CH_2-OH overset(PBr_3)to CH_3-CH_2-Br`
    D
    `CH_3-CH_2-COOH overset(NaNH_2)to CH_3-CH_2-COONa+NH_3`
  • Which of the following reactions is Hofmann elimination ? .

    A
    `(I)`
    B
    `(I),(III)`
    C
    `(II),(III)`
    D
    `(II),(IV)`
  • Which of the following reactions is an elimination reaction ?

    A
    `C_(2) H_(5) OH+HCl to C_(2) H_(5) Cl +H_(2) O`
    B
    `CH_(3) CH_(2) CH_(2) CH_(3) to (CH_(3))_(3) CH`
    C
    `CH_(3) CH_(2) Cl underset(Delta ) overset(Alc NaOH ) to C_(2) H_(4) +HCl `
    D
    `H_(2) C= CH_(2) +Br_(2) to CH_(2) Br CH_(2) Br`
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