1. Put these three common types of carbonyl compound in order of decreasing reactivity ester          amide          acid chloride    2. For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable? 3. For the most reactive, draw the mechanism of its undergoing hydrolysis (reaction with H2O): Why makes this type of carbonyl so reactive to nucleophiles?

Chemistry for Today: General, Organic, and Biochemistry
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Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
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Chapter15: Carboxylic Acids And Esters
Section: Chapter Questions
Problem 15.69E
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1. Put these three common types of carbonyl compound in order of decreasing reactivity

ester          amide          acid chloride   

2. For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable?

3. For the most reactive, draw the mechanism of its undergoing hydrolysis (reaction with H2O):

Why makes this type of carbonyl so reactive to nucleophiles?

 

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