a) Put these three common types of carbonyl compound in order of decreasing reactivity ester amide acid chloride b) For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable?

a) Put these three common types of carbonyl compound in order of decreasing reactivity ester amide acid chloride b) For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 4E

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Concept explainers

Amines

Amines are organic compounds with a nitrogen atom having a lone pair of electrons on it. They are derived from ammonia (NH3) wherein hydrogen atoms are substituted by an aryl or alkyl group.

Question

a) Put these three common types of carbonyl compound in order of decreasing reactivity

ester amide acid chloride

b) For the least reactive, show the interconversion to its other resonance form:

How does this electron delocalisation make it stable?

c) 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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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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