(a) The solution given for Solved Problem 20-1 was missing some important resonance forms of the intermediates shown in brackets. Complete this mechanism by drawing all the resonance forms of these intermediates. Do your resonance forms help to explain why this reaction occurs under very mild conditions (water with a tiny trace of acid)?
(b) Finish the solution for Solved Problem 20-1 by providing a mechanism for the acidcatalyzed hydrolysis of ethyl formate.
Reference: Problem 20-1:
Draw the structures of the following carboxylic acids.
(a) α-methylbutyric acid
(b) 2-bromobutanoic acid
(c) 4-aminopentanoic acid
(d) cis-4-phenylbut-2-enoic acid
(e) trans-2-methylcyclohexanecarboxylic acid
(f) 2,3-dimethylfumaric acid
(g) m-chlorobenzoic acid
(h) 3-methylphthalic acid
(i) β-aminoadipic acid
(j) 3-chloroheptanedioic acid
(k) 4-oxoheptanoic acid
(l) phenylacetic acid
(a)It is known that greater the number of resonance structures , more stable the intermediate. The more stable the intermediate, the more easily it can be formed under mild condition. Here the intermediates are highly stabilized due to delocalization of the positive charge over the carbon and oxygen atom.