JEE Advanced levelSingle correct optionDifficulty 3 of 3g1020
Arrange in decreasing order of the first dissociation constant: (P) oxalic acid HOOC−COOH, (Q) malonic acid HOOC−CHX2−COOH, (R) succinic acid HOOC−CHX2CHX2−COOH, (S) acetic acid.
AS > R > Q > P
BP > Q > R > S
CQ > P > R > S
DP > R > Q > S
Answer: B
On first ionisation the second COOH group acts as a -I substituent on the ionising one, and its effect falls with the number of CHX2 groups between them. This gives oxalic (pKa1 1.3) > malonic (2.8) > succinic (4.2) > acetic (4.8).