JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
What will be the decreasing order of basic strength of the following conjugate bases?
- A
- B
- C
- D
View written solutionFree
Correct answer: D
-
Basic idea
Basic strength of a conjugate base is inversely proportional to the acidity of its conjugate acid.
So, compare the conjugate acids of the given bases:
- has conjugate acid
- has conjugate acid
- has conjugate acid
- has conjugate acid
-
Compare conjugate acids
Their approximate acid strengths are:
- is a very weak acid
- is also a very weak acid, but alcohols are generally less acidic than water
- is a weak acid, much stronger than water/alcohol
- is a strong acid
Hence acidity order of conjugate acids is:
-
Therefore, reverse order for basic strength of conjugate bases
Reverse the above order:
-
Why this makes sense
- is stronger base than because alkyl group shows effect and destabilizes the negative charge slightly, making it more eager to accept a proton.
- is weaker because the negative charge is stabilized by resonance.
- is the weakest base because its conjugate acid is very strong.
-
Match with options
The correct decreasing order is:
This matches Option D.
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