Interpretation:
Which of the two esters shown will undergo saponification faster is to be determined.
Concept introduction:
Saponification is essentially the hydrolysis of an ester under strongly basic conditions. The actual mechanism consists of an initial nuleophilic addition of hydroxide ion to the carbonyl carbon of the ester. This is followed by elimination of the
If the carboxylic acid is to be recovered, an acid workup must follow.
The first step in the saponification reaction, nucleophilic addition, is the rate detemining step of the mechanism. The overall
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Chapter 20 Solutions
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