In 1966, Buckley began hosting Firing Line, a political talk show on National Educational Television, the forerunner of PBS. 1,429 weekly episodes were produced over the next 33 years, until Buckley stepped down in 2000.
Hence, the anion of a ketone, where there are extra alkyl groups is less stable than that of an aldehyde, and so, a ketone is less acidic. In the ester, there is also a resonance donation from the alkoxy group towards the carbonyl that competes with the stabilisation of the enolate charge.
Look carefully at the conjugate base of acetaldehyde and rationalize why acetaldehyde is more acidic than methane, and why its pK a is so close to that of ethanol. Answer 4.11 a) COH CH 2 NH 2 COH CH 23 pK a = 36pK a = 19 b) Acid/base equilibria favour the side of the weakest acid. The right side in this case.