ester, amide, acid anhydride. Explain your logic. You should include : 1) the order in decreasing reactivity 2) Discussion of these factors as they pertain to the above compounds: carbonyl carbon delta +, resonance

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 41CTQ
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Topic #2: Arrange the following in order of decreasing reactivity to nucleophilic acyl substitution:

ester, amide, acid anhydride.

Explain your logic. You should include :

1) the order in decreasing reactivity

2) Discussion of these factors as they pertain to the above compounds: carbonyl carbon delta +, resonance, steric effects, and leaving group  

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