- AHCOOH
- B
- C
- D
View written solutionFree
Correct answer: B
-
Principle involved
The acidity of carboxylic acids depends on the stability of the conjugate base, .
Electron-withdrawing groups increase acidity by stabilizing the negative charge through the effect. -
Compare the given acids
Option A:
Formic acid has no alkyl group attached. It is more acidic than simple alkyl carboxylic acids like acetic acid because there is no electron-donating alkyl group.
Option D:
Acetic acid has a methyl group, which shows a effect and decreases acidity compared to formic acid.
Therefore,
-
Effect of chlorine substituent
Chlorine is strongly electron-withdrawing by the effect, so chloro-substituted carboxylic acids are more acidic than unsubstituted ones.
The strength of the effect decreases with distance from the group.
Option B:
Here, Cl is on the -carbon (adjacent to ). So its effect is very strong.
Option C:
Here, Cl is on the -carbon (farther from ). So its effect is much weaker.
Hence,
-
Overall acidity order
Combining all effects:
-
Conclusion
The strongest acid is: So, the correct option is B.
More from Aldehydes Ketones and Carboxylic Acids
- Trichloroacetaldehyde was subjected to Cannizzaro’s reaction by using NaOH. The mixture of the products contains sodium trichloroacetate and another compound. The other compound is :2011 · MCQ
- One mole of a symmetrical alkene on ozonolysis gives two moles of an aldehyde having a molecular mass of 44 u. The alkene is2010 · MCQ
- A liquid was mixed with ethanol and a drop of concentrated was added. A compound with a fruity smell was formed. The liquid was :2009 · MCQ
- In Cannizzaro reaction given below the slowest step is :2009 · MCQ
- The compound formed as a result of oxidation of ethyl benzene by is :2007 · MCQ
- The increasing order of the rate of addition to compounds A – D is (A) (B) (C) (D) 2006 · MCQ
- The correct order of increasing acid strength of the compounds Includes diagram2006 · MCQ
- Reaction of cyclohexanone with dimethylamine in the presence of catalytic amount of an acid forms a compound if water during the reaction is continuously removed. The compound formed is generally known as2005 · MCQ