JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The descending order of acidity for the following carboxylic acid is- A. B. C. D. E. Choose the correct answer from the options given below:
- AB > C > D > E > A
- BD > B > A > E > C
- CB > D > C > E > A
- DE > D > B > A > C
View written solutionFree
Correct answer: C
- Principle involved: Inductive effect
For carboxylic acids, acidity depends on the stability of the conjugate base, .
- Electron-withdrawing groups ( effect) increase acidity by stabilizing the carboxylate ion.
- Electron-donating groups decrease acidity.
So, among substituted acetic acids, stronger effect on the -carbon gives stronger acid.
- Given acids
- (acetic acid)
- (trifluoroacetic acid)
- (chloroacetic acid)
- (fluoroacetic acid)
- (bromoacetic acid)
- Compare electron-withdrawing power
For halogens, the effect follows:
Also, three fluorine atoms withdraw much more strongly than one fluorine atom. Therefore:
And among mono-haloacetic acids:
Finally, unsubstituted acetic acid is the weakest because has a effect:
- Overall descending order of acidity
Combining all comparisons:
In terms of labels:
- Match with options
Option C gives:
So, the correct option is C.
- Comparison with stored answer
Stored correct answer = C.
My derived answer = C.
Hence, they agree.
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