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In the following groups: (I) -OAc, (II...

In the following groups:
(I) `-OAc`, (II) `-OMe`, (III) `-OSO_(2)Me`, (IV) `OSO_(2)CF_(3)` 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

AI Generated Solution

The correct Answer is:
To determine the order of leaving group ability for the groups given in the question, we will follow a systematic approach based on the relationship between acidity and basicity. Here’s the step-by-step solution: ### Step 1: Identify the Groups The groups provided are: 1. (I) `-OAc` (Acetate) 2. (II) `-OMe` (Methoxide) 3. (III) `-OSO2Me` (Methanesulfonate) 4. (IV) `-OSO2CF3` (Trifluoromethanesulfonate) ### Step 2: Understand the Relationship Between Leaving Group Ability and Basicity Leaving group ability is inversely proportional to basicity. This means that a weaker base is a better leaving group. Therefore, we need to establish the order of basicity for these groups. ### Step 3: Determine the Acidity of the Corresponding Acids To find the basicity order, we can look at the acidity of the corresponding acids: - For `-OAc`, the corresponding acid is acetic acid (CH3COOH). - For `-OMe`, the corresponding acid is methanol (CH3OH). - For `-OSO2Me`, the corresponding acid is methanesulfonic acid (CH3SO3H). - For `-OSO2CF3`, the corresponding acid is trifluoromethanesulfonic acid (CF3SO3H). ### Step 4: Compare the Acidity The order of acidity can be determined based on the stability of the conjugate bases: 1. **Trifluoromethanesulfonic acid (CF3SO3H)** - Most acidic due to the strong electronegative CF3 group. 2. **Methanesulfonic acid (CH3SO3H)** - Next most acidic due to the sulfonate group. 3. **Acetic acid (CH3COOH)** - Less acidic than the sulfonic acids but more acidic than alcohols. 4. **Methanol (CH3OH)** - Least acidic. ### Step 5: Establish the Basicity Order Since basicity is inversely proportional to acidity, the order of basicity is: 1. Methanol (strongest base) 2. Acetic acid 3. Methanesulfonic acid 4. Trifluoromethanesulfonic acid (weakest base) ### Step 6: Determine the Leaving Group Ability Now, we reverse the basicity order to find the leaving group ability: 1. **Trifluoromethanesulfonate (OSO2CF3)** - Best leaving group 2. **Methanesulfonate (OSO2Me)** - Good leaving group 3. **Acetate (OAc)** - Moderate leaving group 4. **Methoxide (OMe)** - Poor leaving group ### Final Order of Leaving Group Ability Thus, the order of leaving group ability is: **OSO2CF3 > OSO2Me > OAc > OMe**
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ALLEN-ALKYL AND ARYL HALIDE-EXERCISE-05 (B)
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  8. CH(3)CH(2)CHCl(2) overset(Aq.KOH)rarr?

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  9. Draw the stereochemical structure of the product in the following reac...

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  10. Given reasons:

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  11. An alkyl halide (A) of formula C(6)H(11)Cl on treatement with potassiu...

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  16. The total number of alkenes possible by dehydrobromination of 3-bromo-...

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  17. KI in acetone, undergoes S(N)2 reaction with each of P,Q ,R and S The ...

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