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Arrange the following groups in order of...

Arrange the following groups in order of decreasing +M effect
(i) `-overset(o+)(O)` (ii) `-NH_2` (iii) `-OH` (iv) `-NHCOCH_3`

A

`i gt ii gt iii gt iv `

B

`iv gt iii gt ii gt i`

C

`i gt iii gt ii gt iv`

D

`i gt iv gt iii gt ii`

Text Solution

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The correct Answer is:
To arrange the given groups in order of decreasing +M (positive mesomeric) effect, we need to analyze each group based on its ability to donate electron density through resonance. The groups provided are: 1. `-O^+` (positively charged oxygen) 2. `-NH2` (amino group) 3. `-OH` (hydroxyl group) 4. `-NHCOCH3` (acetamido group) ### Step-by-Step Solution: **Step 1: Understand the +M Effect** The +M effect refers to the ability of a substituent to donate electron density to a conjugated system (like a benzene ring) through resonance. Groups that can donate lone pairs of electrons or have a less electronegative atom tend to have a stronger +M effect. **Step 2: Analyze Each Group** - **`-O^+`**: This group has a positive charge on oxygen, which makes it an electron-withdrawing group rather than an electron-donating group. Therefore, it has the least +M effect. - **`-NH2`**: The amino group has a lone pair of electrons on nitrogen that can be donated to the benzene ring, making it a strong +M group. It is more effective than `-OH` due to nitrogen's lower electronegativity compared to oxygen. - **`-OH`**: The hydroxyl group also has a lone pair of electrons that can participate in resonance. However, oxygen is more electronegative than nitrogen, which makes the +M effect of `-OH` slightly less than that of `-NH2`. - **`-NHCOCH3`**: The acetamido group has a nitrogen atom that can donate its lone pair, but the presence of the carbonyl (C=O) adjacent to the nitrogen can have a slight withdrawing effect, making it less effective than `-NH2` but potentially more effective than `-OH`. **Step 3: Rank the Groups** Based on the analysis: 1. `-NH2` (strong +M effect) 2. `-NHCOCH3` (moderate +M effect) 3. `-OH` (less +M effect) 4. `-O^+` (no +M effect) ### Final Order: The final order of the groups in decreasing +M effect is: **`-NH2 > -NHCOCH3 > -OH > -O^+`**

To arrange the given groups in order of decreasing +M (positive mesomeric) effect, we need to analyze each group based on its ability to donate electron density through resonance. The groups provided are: 1. `-O^+` (positively charged oxygen) 2. `-NH2` (amino group) 3. `-OH` (hydroxyl group) 4. `-NHCOCH3` (acetamido group) ### Step-by-Step Solution: ...
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