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Arrange in decreasing order of + R power...

Arrange in decreasing order of + R power in the given groups
(1) `-NH_2`
(2) `-O^(Theta)`
(3) `-OH`
(4) `-NHCOCH_3`

A

`2gt1gt3gt4`

B

`2gt3gt1gt4`

C

`1gt2gt3gt4`

D

`3gt2gt1gt4`

Text Solution

AI Generated Solution

The correct Answer is:
To arrange the given substituents in decreasing order of their +R (positive resonance) power, we need to analyze each substituent's ability to donate electron density through resonance. Let's break down the process step by step: ### Step 1: Identify the substituents The substituents given are: 1. `-NH2` (Amino group) 2. `-O^(-)` (Negative oxygen, typically considered as an alkoxide) 3. `-OH` (Hydroxyl group) 4. `-NHCOCH3` (Acetamido group) ### Step 2: Understand the +R effect The +R effect refers to the ability of a substituent to donate electron density to an aromatic ring through resonance. Groups that have lone pairs of electrons can participate in resonance and thus exhibit +R effect. ### Step 3: Analyze each substituent 1. **`-NH2` (Amino group)**: The nitrogen has a lone pair that can be donated to the aromatic ring, thus exhibiting a strong +R effect. 2. **`-O^(-)` (Negative oxygen)**: This group has a negative charge and can donate electron density very effectively. It has a strong +R effect due to the presence of the negative charge. 3. **`-OH` (Hydroxyl group)**: The oxygen in the hydroxyl group has a lone pair that can participate in resonance, but it is less effective than the amino group because it is less basic and has a stronger electronegativity. 4. **`-NHCOCH3` (Acetamido group)**: The nitrogen has a lone pair, but it is involved in resonance with the carbonyl (C=O) of the acetamido group, which withdraws electron density. Therefore, it exhibits a weaker +R effect compared to the amino and hydroxyl groups. ### Step 4: Compare the +R effects Now, we can rank these substituents based on their ability to donate electron density: - **Highest +R effect**: `-O^(-)` (Negative oxygen) - **Second highest +R effect**: `-NH2` (Amino group) - **Third highest +R effect**: `-OH` (Hydroxyl group) - **Lowest +R effect**: `-NHCOCH3` (Acetamido group) ### Final Order Thus, the final order in decreasing order of +R power is: 1. `-O^(-)` 2. `-NH2` 3. `-OH` 4. `-NHCOCH3`
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