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the incorrect statement with respect to ...

the incorrect statement with respect to `S_(N^(1) " and " S_(N^(2))` mechanisms for alkyl halide is :

A

A strong nucleophile is an aprotic solvent increases the rate or favours `S_N2` reaction.

B

Competing reaction for `S_N2` reaction is rearrangement

C

`S_N1` reaction can be catalysed by some Lewis acid

D

A weak nucleophice and a protic solvent increases the rate of `S_N1` reaction

Text Solution

AI Generated Solution

The correct Answer is:
To determine the incorrect statement regarding the SN1 and SN2 mechanisms for alkyl halides, we will analyze the characteristics of each mechanism step by step. ### Step-by-Step Solution: 1. **Understanding SN1 Mechanism**: - The SN1 reaction occurs in two steps. The first step involves the formation of a carbocation after the leaving group (e.g., Br) departs. - The second step involves the nucleophile attacking the carbocation, leading to the formation of the product. - This mechanism typically results in a racemic mixture due to the planar nature of the carbocation, allowing the nucleophile to attack from either side. **Hint**: Remember that SN1 reactions are characterized by carbocation formation and can lead to racemic mixtures. 2. **Understanding SN2 Mechanism**: - The SN2 reaction is a one-step process where the nucleophile attacks the carbon atom from the opposite side of the leaving group. - This simultaneous bond formation and breaking leads to a transition state and results in inversion of configuration at the carbon center. **Hint**: In SN2 reactions, the nucleophile attacks from the opposite side of the leaving group, causing inversion of configuration. 3. **Comparing Nucleophiles**: - In SN1 reactions, a weak nucleophile can suffice, as the rate-determining step is the formation of the carbocation. - In contrast, SN2 reactions require a strong nucleophile to effectively attack the substrate. **Hint**: Recall that SN1 can use weak nucleophiles, while SN2 requires strong nucleophiles. 4. **Solvent Effects**: - SN1 reactions are favored by polar protic solvents, which stabilize the carbocation and the leaving group. - SN2 reactions are favored by polar aprotic solvents, which do not solvate the nucleophile as strongly, allowing it to remain reactive. **Hint**: Identify the solvent types that favor each mechanism: polar protic for SN1 and polar aprotic for SN2. 5. **Identifying Incorrect Statement**: - Now, we analyze the statements provided: - A strong nucleophile in a polar aprotic solvent increases the rate of SN2 reaction. (Correct) - Competing reaction for SN2 reaction is rearrangement. (Incorrect, as SN2 does not involve rearrangement) - SN1 reaction can be catalyzed by some Lewis acid. (Correct) - A weak nucleophile in a polar aprotic solvent increases the rate of SN1 reaction. (Correct) **Conclusion**: The incorrect statement is that the competing reaction for SN2 is rearrangement, as SN2 does not involve rearrangement. **Final Answer**: The incorrect statement is: "Competing reaction for SN2 reaction is rearrangement."
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Knowledge Check

  • S_(N^1) and S_(N^2) reactions are

    A
    Both stereospecific
    B
    Both stereoselective
    C
    Stereoselective and stereospecific respectively
    D
    Stereospecific and stereoselective respectively
  • Which of the following statement is not correct about S_(N^2) reactions of alkyl halides?

    A
    Nucleophile attacks the carbon from the side opposite to where the leaving group is attached.
    B
    The bond formation and bond breaking take place in one step.
    C
    The rate of reaction depends upon the concentration of nucleophile.
    D
    `S_(N^2)` mechanism is predominant in tertiary alkyl halides.
  • Consider the following statements: Bridgehead halides are inerttowards both S_(N^1) and S_(N^2) reactions (till oneofthe ringsize is eight member ring) (2) The first step in both S_(N^2) and E_1 reactions is the same (3) S_(N^2) reactions proceed with total retention of configuration (4) E_2 eliminations are by the use of a solvent of low polarity and high concentration of a strong base Which of the above statements are correct?

    A
    1,2 and 4
    B
    1 and 3
    C
    2,3 and 4
    D
    1,2,3 and 4
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