Home
Class 11
CHEMISTRY
Which of the following statemenet (s) is...

Which of the following statemenet (s) is/are correct ?

A

`3,5-`Dimethy1-4-nitrophenol (I) is less acidic than the isomeric `2,6-`demthy-4-nitrophenol (II) .

B

`(I)` is more acidic than `(II)`

C

`I` is less acidic than `(II)` due to steric inhibition of resonance of two `(Me)` groups with `(NO_2)` group.

D

`(I)` is more acidic than `(II)` due to less `+ I` effect of two `(Me)` groups in `(I)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statements about the acidity of the compounds are correct, we will analyze the structure and substituents of the two compounds mentioned: Dimethyl-1,4-nitrophenol and Isomeric-2,6-dimethyl-4-nitrophenol. ### Step-by-Step Solution: 1. **Identify the Structures**: - The first compound is **Dimethyl-1,4-nitrophenol**. Here, the nitro group (NO2) is at the para position relative to the hydroxyl group (OH), and there are two methyl groups (CH3) at the 1 and 4 positions. - The second compound is **Isomeric-2,6-dimethyl-4-nitrophenol**. In this compound, the nitro group is at the para position relative to the hydroxyl group, but the methyl groups are at the ortho positions (2 and 6). 2. **Analyze Acidity**: - The presence of the nitro group, which is an electron-withdrawing group, increases the acidity of the hydroxyl group by stabilizing the negative charge on the phenoxide ion formed upon deprotonation. - In the first compound, the nitro group can effectively stabilize the negative charge due to resonance. - In the second compound, the two methyl groups at the ortho position create steric hindrance, which inhibits the resonance interaction between the nitro group and the hydroxyl group. This results in a less stable phenoxide ion. 3. **Compare Acidity**: - Due to the steric hindrance in the second compound, the first compound (Dimethyl-1,4-nitrophenol) is less acidic than the second compound (Isomeric-2,6-dimethyl-4-nitrophenol). - Therefore, we conclude that: - **Option A**: Correct (1st compound is less acidic than 2nd) - **Option B**: Incorrect (1st compound is not more acidic than 2nd) - **Option C**: Correct (1st is less acidic due to steric inhibition of resonance) - **Option D**: Incorrect (1st is not more acidic due to the +I effect of methyl groups) 4. **Final Conclusion**: - The correct options are A and C. ### Summary of Correct Statements: - **Correct Statements**: A and C - **Incorrect Statements**: B and D
Promotional Banner

Topper's Solved these Questions

  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Single Correct|23 Videos
  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Assertion-Reasoning|5 Videos
  • GENERAL ORGANIC CHEMISTRY

    CENGAGE CHEMISTRY ENGLISH|Exercise Comprehension|20 Videos
  • CLASSIFICATION AND NOMENCLATURE OF ORGANIC COMPOUNDS

    CENGAGE CHEMISTRY ENGLISH|Exercise Analytical and Descriptive Type|3 Videos
  • HYDROGEN, WATER AND HYDROGEN PEROXIDE

    CENGAGE CHEMISTRY ENGLISH|Exercise Subjective Archive (Subjective)|3 Videos

Similar Questions

Explore conceptually related problems

Which of the following statement (s) is/are correct ?

Which of the following statement (s) is/are correct?

Which of the following statement (s) is/are correct ?

Which of the following statement (s) is /are correct ?

Which of the following statement (s) is/are correct

Which of the following statement (s) is/are correct ?

Which of the following statement (s) is/are correct?

Which of the following statement (s) is/are correct

Which of the following statement (s) is/are correct ?

Which of the following statement (s) is /are correct ?