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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

l `gt` ll `gt` lll `gt` lV

B

IV` gt` III `gt` II `gt` I

C

III `gt` II `gt` I `gt` IV

D

I `gt` IV `gt`II `gt`III

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 deficiency of the carbonyl carbon in 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 given are: - (I) Acid chloride (RCOCl) - (II) Aldehyde (RCHO) - (III) Ketone (RCOR') - (IV) Ester (RCOOR') 2. **Understand the Effects on Electrophilicity**: - **Acid Chloride**: The carbonyl carbon is highly electrophilic due to the strong electron-withdrawing effect of the chlorine atom. This makes acid chlorides very reactive. - **Aldehyde**: Aldehydes have one electron-donating group (alkyl or hydrogen) and one electron-withdrawing carbonyl group. This results in a moderate level of electrophilicity. - **Ketone**: Ketones have two electron-donating groups (alkyl groups), which reduce the electrophilicity of the carbonyl carbon compared to aldehydes. - **Ester**: Esters have an alkoxy group (OR) that can donate electrons through resonance, further reducing the electrophilicity of the carbonyl carbon. 3. **Rank the Compounds**: - **Most Reactive**: Acid Chloride (I) - highest electrophilicity due to strong electron-withdrawing effect of Cl. - **Second Reactive**: Aldehyde (II) - moderate electrophilicity due to one electron-donating group. - **Third Reactive**: Ketone (III) - lower electrophilicity due to two electron-donating groups. - **Least Reactive**: Ester (IV) - lowest electrophilicity due to resonance donation from the alkoxy group. 4. **Final Order**: Based on the analysis, the order of reactivity for nucleophilic addition reactions is: - (I) Acid chloride > (II) Aldehyde > (III) Ketone > (IV) Ester ### Conclusion: The correct order of reactivity for the nucleophilic addition reaction is: **(I) > (II) > (III) > (IV)**
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