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Arrange these compounds in decreasing or...

Arrange these compounds in decreasing order of reactivity for the nucleophilic addition reaction:
(l) Acid chloride
(ll) Aldehyde
(lll) Ketone
(lV) Ester
Select the correct answer from the codes given below:

A

` 1 gt 2 gt 3 gt 4`

B

` 4 gt 3 gt 2 gt 1`

C

` 3 gt 2 gt 1 gt 4`

D

` 1 gt 4 gt 2 gt 3`

Text Solution

AI Generated Solution

The correct Answer is:
To arrange the compounds in decreasing order of reactivity for nucleophilic addition reactions, we need to analyze the electron-withdrawing or donating effects of the substituents attached to the carbonyl carbon of each compound. The more electron-deficient the carbonyl carbon is, the more reactive it will be towards nucleophiles. ### Step-by-Step Solution: 1. **Identify the Compounds**: The compounds we need to analyze are: - (I) Acid Chloride - (II) Aldehyde - (III) Ketone - (IV) Ester 2. **Understand the Structure**: - **Acid Chloride**: Contains a carbonyl group (C=O) bonded to a chlorine atom. Chlorine is highly electronegative, which pulls electron density away from the carbonyl carbon, making it highly electrophilic. - **Aldehyde**: Contains a carbonyl group bonded to at least one hydrogen atom. The hydrogen does not donate electron density, so the carbonyl carbon remains relatively electrophilic. - **Ketone**: Contains a carbonyl group bonded to two carbon atoms. The alkyl groups can donate some electron density through the inductive effect, making the carbonyl carbon less electrophilic than in aldehydes. - **Ester**: Contains a carbonyl group bonded to an alkoxy group (R-O). The alkoxy group can donate electron density through resonance, making the carbonyl carbon the least electrophilic among the four. 3. **Rank the Reactivity**: - **Most Reactive**: Acid Chloride (I) - due to the strong electron-withdrawing effect of chlorine. - **Next Reactive**: Aldehyde (II) - less electron donation compared to ketones and esters. - **Less Reactive**: Ketone (III) - has two alkyl groups that donate electron density, reducing electrophilicity. - **Least Reactive**: Ester (IV) - the alkoxy group donates electron density through resonance, making it the least electrophilic. 4. **Final Order of Reactivity**: - (I) Acid Chloride > (II) Aldehyde > (III) Ketone > (IV) Ester ### Conclusion: The correct order of reactivity for nucleophilic addition reactions is: **Acid Chloride > Aldehyde > Ketone > Ester**
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