Question:

The descending order of acidity for the following carboxylic acid is-
A. CH3COOH
B. F3C-COOH
C. CICH2-COOH
D. FCH2-COOH
E. BrCH2-COOH
Choose the correct answer from the options given below:

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The more electronegative and closer the electron-withdrawing group is to the carboxyl group, the stronger the acid becomes.

Updated On: Mar 20, 2025
  • E>D>B>A>C
  • B>C>D>E>A
  • D>B>A>E>C
  • B>D>C>E>A
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The Correct Option is D

Solution and Explanation

  • Acidic Strength is inversely proportional to the \(+I\) effect and directly proportional to the \(-I\) effect.
  • The \(-I\) effect order of halogens is: F > Cl > Br

Compound Analysis:

  1. (A) CH3−COOH : The methyl group exhibits a \(+I\) effect, which decreases acidic strength.
  2. (B) F−C(F)−F−COOH: Contains three fluorine atoms with a strong \(-I\) effect, significantly increasing acidic strength.
  3. (C) Cl−CH2−COOH : The chlorine atom exhibits a \(-I\) effect, increasing acidic strength but less than fluorine.
  4. (D) F−CH2−COOH : Fluorine exhibits a stronger \(-I\) effect compared to chlorine, making this compound more acidic than (C).
  5. (E) Br−CH2−COOH : Bromine has the weakest \(-I\) effect among the halogens, so its acidic strength is less than (C) and (D).

Acidic Strength Order:

(B) > (D) > (C) > (E) > (A)

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