Home
Class 12
CHEMISTRY
Consider the acidity of the carboxylic a...

Consider the acidity of the carboxylic acids:
(1) `PhCOOH` (2) `o-NO_(2) C_(6) H_(4) COOH`
(3) `p-NO_(2) C_(6) H_(4) COOH` (4) `m-NO_(2) C_(6) H_(4) COOH`
Which of the following order is correct?

A

2 `gt` 3 `gt` 4 `gt` 1

B

2 `gt` 4 `gt` 3 `gt` 1

C

2 `gt` 4 `gt` 1 `gt` 3

D

1 `gt` 2 `gt` 3 `gt` 4

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidity among the given carboxylic acids, we will analyze the stability of their conjugate bases. The stability of the conjugate base is influenced by the presence of electron-withdrawing groups, which can stabilize the negative charge that results when the acid donates a proton. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (1) PhCOOH (Benzoic acid) - (2) o-NO2C6H4COOH (Ortho-nitrobenzoic acid) - (3) p-NO2C6H4COOH (Para-nitrobenzoic acid) - (4) m-NO2C6H4COOH (Meta-nitrobenzoic acid) 2. **Understand Acidity**: - Acidity is related to the stability of the conjugate base. The more stable the conjugate base, the stronger the acid. 3. **Analyze Benzoic Acid (PhCOOH)**: - Benzoic acid does not have any electron-withdrawing groups, making it the weakest acid among the four. 4. **Analyze Ortho-Nitrobenzoic Acid (o-NO2C6H4COOH)**: - The nitro group is positioned ortho to the carboxylic acid group. This position allows for strong resonance and inductive effects, significantly stabilizing the conjugate base. Thus, it is the strongest acid. 5. **Analyze Para-Nitrobenzoic Acid (p-NO2C6H4COOH)**: - The nitro group is in the para position. It also stabilizes the conjugate base through resonance and inductive effects, but not as effectively as the ortho position. Therefore, it is the second strongest acid. 6. **Analyze Meta-Nitrobenzoic Acid (m-NO2C6H4COOH)**: - The nitro group in the meta position has a weaker effect on the carboxylic acid group compared to the ortho and para positions. Thus, it is the weakest among the nitro-substituted acids. 7. **Establish the Order of Acidity**: - From strongest to weakest: - (2) o-NO2C6H4COOH > (3) p-NO2C6H4COOH > (4) m-NO2C6H4COOH > (1) PhCOOH - Therefore, the correct order of acidity is 2341. ### Final Answer: The correct order of acidity is: **o-NO2C6H4COOH > p-NO2C6H4COOH > m-NO2C6H4COOH > PhCOOH** (2341).

To determine the correct order of acidity among the given carboxylic acids, we will analyze the stability of their conjugate bases. The stability of the conjugate base is influenced by the presence of electron-withdrawing groups, which can stabilize the negative charge that results when the acid donates a proton. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (1) PhCOOH (Benzoic acid) - (2) o-NO2C6H4COOH (Ortho-nitrobenzoic acid) - (3) p-NO2C6H4COOH (Para-nitrobenzoic acid) ...
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ALDEHYDES, KETONES AND CARBOXYLIC ACID

    A2Z|Exercise Derivatives Of Carboxylic Acid|48 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACID

    A2Z|Exercise Section A (Topicwise question|3 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACID

    A2Z|Exercise Miscellaneous Reactions Of Aldehydes And Ketones|11 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    A2Z|Exercise Section D - Chapter End Test|30 Videos
  • BIOMOLECULES

    A2Z|Exercise Section D - Chapter End Test|30 Videos

Similar Questions

Explore conceptually related problems

Consider the acidity of the carboxylic acids I. PhCOOH II. O - NO_(2)C_(6)H_(4)COOH III. pNO_(2)C_(6)H_(4)COOH IV. m-NO_(2)C_(6)H_(4)COOH Which of the following order is correct

Consider the acidity of the carboxylic acids: (1) PhCOOH (2) O - NO_2 C_6H_4 COOH (3) p - NO_2 C_6H_4 COOH (4) m - NO_2 C_6H_4 COOH Which of the following order is correct?

Knowledge Check

  • Consider the acidity of the carboxylic acids : (a) PhCOOH (b) o-NO_(2)C_(6)H_(4)COOH (c) p-NO_(2)C_(6)H_(4)COOH (d) m-NO_(2)C_(6)H_(4)COOH Which of the following order is correct ?

    A
    `a gt b gt c gt d`
    B
    `b gt c gt d gt a`
    C
    `b gt d gt a gt c`
    D
    `b gt d gt c gt a`
  • Consider the acidity of the carboxylic acids : (i) PHCOOH" "(ii) o-NO_(2)C_(6)H_(4)COOH" "(iii) p-NO_(2)C_(6)H_(4)COOH" "(iv) m-NO_(2)C_(6)H_(4)COOH

    A
    `I gt ii gt iii gt iv`
    B
    `ii gt iii gt iv gt i`
    C
    `iii gt ii gt iv gt i`
    D
    `ii gt iv gt iii gt i`
  • Consider the acidity of the carboxylic acids i. PhCOOH ii. o-NO_(2)C_(6)H_(4)COOH iii. p-NO_(2)C_(6)H_(4)COOH iv. m-NO_(2)C_(6)H_(4)COOH Which of the following order is CORRECT ?

    A
    `ii gt iv gt igt iii`
    B
    `ii gt iv gt iii gt i`
    C
    `igtii gt iii gt iv`
    D
    `ii gt iii gt iv gti`
  • Similar Questions

    Explore conceptually related problems

    Consider the acidity of the carboxylic acids (i) PhCOOH (ii) o- NO_2C_6H_4COOH (iii) p- NO_2C_6H_4COOH (iv) m- NO_2C_6H_4COOH Which of the following order is correct ?

    Consider the acidity of the carboxylic acids (i) PhCOOH (ii) o- NO_2C_6H_4COOH (iii) p- NO_2C_6H_4COOH (iv) m- NO_2C_6H_4COOH Which of the following order is correct ?

    Consider the acid strength of the carboxylic acids : (i) PhCOOH (ii) o-NO_2C_6 H_4COOH (iii) p-NO_2CH_4COOH (iv) m-NO_2C_6H_4COOH

    Which of the following is correct order for acidity of the given carboxylic acids? (A) PhCOOH (B) o-NO_2C_6H_4COOH (C ) p - NO_2C_6H_4COOH (D) m - NO_2C_6H_4COOH

    Consider the methyl substituted benzoic acids. 1. PhCOOH 2. o-CH_(3)C_(6)H_(4)COOH 3. p - CH_(3)C_(6)H_(4)COOH 4. m-CH_(3)C_(6)H_(4)COOH The correct sequence of acidity is