The compound shown is an unsaturated diacid. Compared with its geometric isomer, its pKa1 and pKa2 are respectively

Ahigher pKa1 and higher pKa2
Blower pKa1 and higher pKa2
Clower pKa1 and lower pKa2
Dhigher pKa1 and lower pKa2

Answer: B

The cis diacid (maleic acid) has pKa1 about 1.9 and pKa2 about 6.1; the trans isomer (fumaric acid) has 3.0 and 4.4. In the cis monoanion an intramolecular hydrogen bond stabilises the monoanion (lower pKa1) but also holds the remaining proton firmly and brings the two negative charges close (higher pKa2).

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