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In which of the following reactions, rea...

In which of the following reactions, rearrangement is possible ?

A

`E1`

B

`SN^1`

C

`SN^(2')`

D

`E1cB`

Text Solution

AI Generated Solution

The correct Answer is:
To determine in which of the following reactions rearrangement is possible, we will analyze each reaction type: E1, SN1, SN2, and E1CB. ### Step-by-Step Solution: 1. **Understanding E1 Reactions**: - E1 stands for unimolecular elimination. This reaction proceeds through a two-step mechanism where a carbocation intermediate is formed after the leaving group departs. - Since rearrangement can occur at the carbocation stage (to form a more stable carbocation), rearrangement is possible in E1 reactions. 2. **Understanding SN1 Reactions**: - SN1 stands for unimolecular nucleophilic substitution. Similar to E1, this reaction also involves a two-step mechanism where a carbocation intermediate is formed. - Rearrangement can occur at the carbocation stage to form a more stable carbocation, making rearrangement possible in SN1 reactions. 3. **Understanding SN2 Reactions**: - SN2 stands for bimolecular nucleophilic substitution. This reaction occurs in a single step, where the nucleophile attacks the substrate as the leaving group departs. - Since there is no carbocation intermediate formed in SN2 reactions, rearrangement does not occur in this type of reaction. 4. **Understanding E1CB Reactions**: - E1CB stands for unimolecular elimination via a conjugate base. This reaction occurs under basic conditions and involves the formation of a carbanion intermediate. - The carbanion formed is typically stable and does not undergo rearrangement because it is an irreversible step. Thus, rearrangement is not possible in E1CB reactions. ### Conclusion: From the analysis above, rearrangement is possible in E1 and SN1 reactions due to the presence of carbocation intermediates. Rearrangement is not possible in SN2 and E1CB reactions. **Correct Options**: E1 and SN1 (Options A and B)

To determine in which of the following reactions rearrangement is possible, we will analyze each reaction type: E1, SN1, SN2, and E1CB. ### Step-by-Step Solution: 1. **Understanding E1 Reactions**: - E1 stands for unimolecular elimination. This reaction proceeds through a two-step mechanism where a carbocation intermediate is formed after the leaving group departs. - Since rearrangement can occur at the carbocation stage (to form a more stable carbocation), rearrangement is possible in E1 reactions. ...
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Knowledge Check

  • Under common reaction conditions, a carbocation rearranges to another carbocation of equal or greater stability. For example, a secondary carbocation will rearrange to a tertiary carbocation. It will not rearrange to a less stable primary carbocation. This generalization is not absolute, and because there is not a high energy barrier to the rearrangement of carbocations, rearrangement to a less stable cation can occur if it offers the chance to form a more stable product. In which of the following cations rearrangement takes place?

    A
    B
    C
    D
  • Which of the following reactions involve rearrangement?

    A
    B
    C
    D
  • In which offollowing reaction rearrangement take place with change in carbon skeleton

    A
    `CH_3 - overset(CH_3)overset(|)underset(CH_3)underset(|)C-overset(oplus)(CH_2)`
    B
    `CH_3-CH_2CH_2^(oplus)`
    C
    `CH_3 - underset(CH_3)underset(|)CH-CH_2 - overset(oplus)CH_2`
    D
    `CH_3-CH^(oplus)-CH_3`
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