UPSC Combined Geo-Scientist, Mains · 2016 · Mains Paper III
Q11(a). Enhanced acidity of Meldrum acid
Question
Rationalise pKₐ 7.42 for Meldrum' s acid versus 15.87 for dimethyl malonate.
Answer in brief
The cyclic ester conformation changes the relative stabilisation of the neutral molecule and its enolate, making Meldrum' s acid much more acidic.
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CoversEnhanced acidity of Meldrum acidStereoelectronic effects
All parts of Question 11
- 11(a) Enhanced acidity of Meldrum acid5 marks
- 11(b) Ylides and Wittig selectivity5 marks
- 11(c) Substituent effects in benzoin condensation5 marks