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The order of leaving group ability is :...

The order of leaving group ability is :

A

`(i) gt (ii) gt (iii) gt (iv)`

B

`(iv) gt (iii) gt (i) gt (ii)`

C

`(iii) gt (ii) gt (i) gt (iv)`

D

`(ii) gt (iii) gt (iv) gt (i)`

Text Solution

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The correct Answer is:
To determine the order of leaving group ability, we need to analyze the stability of the conjugate bases formed when these leaving groups depart. A good leaving group is typically a weak base, as weak bases are more stable and less likely to re-attack the substrate. ### Step-by-Step Solution: 1. **Identify the Leaving Groups**: Let's denote the leaving groups as A, B, C, and D. We will analyze their conjugate bases after they leave. 2. **Analyze Conjugate Bases**: - For each leaving group, write down the corresponding conjugate base formed after the leaving group departs. - Evaluate the stability of each conjugate base. The more stable the conjugate base, the better the leaving group. 3. **Stability Factors**: - **Resonance**: If the conjugate base can stabilize the negative charge through resonance, it will be more stable. - **Electronegativity**: More electronegative atoms can stabilize negative charges better. - **Inductive Effect**: Groups that exhibit a -I effect can also stabilize the negative charge. 4. **Order of Basicity**: - Based on the stability of the conjugate bases, we can rank them from most basic to least basic. - The order of basicity will help us determine the order of leaving group ability (the weaker the base, the better the leaving group). 5. **Conclusion**: - After analyzing the conjugate bases, we find that the order of leaving group ability is the reverse of the order of basicity. - If the order of basicity is B > A > C > D, then the order of leaving group ability will be D > C > A > B. ### Final Order of Leaving Group Ability: - D is the best leaving group, followed by C, A, and B as the poorest leaving group.

To determine the order of leaving group ability, we need to analyze the stability of the conjugate bases formed when these leaving groups depart. A good leaving group is typically a weak base, as weak bases are more stable and less likely to re-attack the substrate. ### Step-by-Step Solution: 1. **Identify the Leaving Groups**: Let's denote the leaving groups as A, B, C, and D. We will analyze their conjugate bases after they leave. 2. **Analyze Conjugate Bases**: ...
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Knowledge Check

  • Correct order of leaving group tendency is :

    A
    `I^(-)gt Br^(-) gt Cl^(-)gt F^(-)`
    B
    `F^(-) gt Cl^(-) gt Br^(-) gt I^(-)`
    C
    `Cl^(-) gt F^(-) gt Br^(-) gt I^(-)`
    D
    `I^(-) gt Cl^(-) gt Br^(-) gt F^(-)`
  • Consider the following anions. When attached to sp -hybridized carbon, their leaving group ability in nucleophilic substitution reaction decreases in the order :

    A
    I gt II gt III gt IV
    B
    I gt II gtIV gt III
    C
    IV gt I gt II gt III
    D
    IV gt III gt II gtI
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