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Choose the correct order of acidity:...

Choose the correct order of acidity:

A

p-nitrophenol `gt `p-cresol `gt` phenol `gt` p-chlorophenol

B

p-nitrophenol `lt` p-cresol `lt` phenol `lt` p-chlorophenol

C

phenol `gt` p-cresol `gt` p-nitrophenol `gt` p-chlorophenol

D

phenol `gt` p-chlorophenol `gt` p-nitrophenol `gt` p-cresol

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidity among perinitrophenol, phenol, peracrysol, and peraclorophenol, we can follow these steps: ### Step 1: Understand the Structures 1. **Perinitrophenol**: Contains a nitro group (-NO2) at the para position relative to the hydroxyl group (-OH). 2. **Phenol**: Contains a hydroxyl group (-OH) directly attached to a benzene ring. 3. **Peracrysol**: Contains a methyl group (-CH3) at the para position relative to the hydroxyl group. 4. **Peraclorophenol**: Contains a chloro group (-Cl) at the para position relative to the hydroxyl group. ### Step 2: Analyze Electron-Withdrawing and Electron-Donating Effects - **Electron-Withdrawing Groups (EWGs)**: These groups, such as -NO2 and -Cl, pull electron density away from the benzene ring and the hydroxyl group, making the O-H bond weaker and thus increasing acidity. - **Electron-Donating Groups (EDGs)**: Groups like -CH3 donate electron density to the ring, strengthening the O-H bond and decreasing acidity. ### Step 3: Determine Acidity Based on Substituents 1. **Perinitrophenol**: The nitro group is a strong electron-withdrawing group, which significantly increases the acidity by weakening the O-H bond. 2. **Peraclorophenol**: The chloro group is also an electron-withdrawing group, but it is less effective than the nitro group, making this compound less acidic than perinitrophenol but more acidic than phenol. 3. **Phenol**: Lacks any strong electron-withdrawing or donating groups, making it moderately acidic. 4. **Peracrysol**: The methyl group is an electron-donating group, which increases the electron density around the O-H bond, making it the least acidic among these compounds. ### Step 4: Establish the Order of Acidity Based on the analysis: - **Most Acidic**: Perinitrophenol (due to the strong electron-withdrawing effect of the nitro group) - **Next**: Peraclorophenol (due to the electron-withdrawing effect of the chloro group) - **Then**: Phenol (neutral, no strong effects) - **Least Acidic**: Peracrysol (due to the electron-donating effect of the methyl group) ### Final Order of Acidity The correct order of acidity is: **Perinitrophenol > Peraclorophenol > Phenol > Peracrysol**

To determine the correct order of acidity among perinitrophenol, phenol, peracrysol, and peraclorophenol, we can follow these steps: ### Step 1: Understand the Structures 1. **Perinitrophenol**: Contains a nitro group (-NO2) at the para position relative to the hydroxyl group (-OH). 2. **Phenol**: Contains a hydroxyl group (-OH) directly attached to a benzene ring. 3. **Peracrysol**: Contains a methyl group (-CH3) at the para position relative to the hydroxyl group. 4. **Peraclorophenol**: Contains a chloro group (-Cl) at the para position relative to the hydroxyl group. ...
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