4) Propanoic acid is a carboxylic acid. List four other propionic acid derivatives, and rank them in order of their expected reactivity toward nucleophilic acyl substitution. [self-study not grade: Which one is most likely used in Friedel-Crafts acylation? Which one is most likely used in alkylation reaction involving base (to deprotonate a-hydrogen) and alkyl halide? Why? What would an amide be synthetically useful for? ]
4) Propanoic acid is a carboxylic acid. List four other propionic acid derivatives, and rank them in order of their expected reactivity toward nucleophilic acyl substitution. [self-study not grade: Which one is most likely used in Friedel-Crafts acylation? Which one is most likely used in alkylation reaction involving base (to deprotonate a-hydrogen) and alkyl halide? Why? What would an amide be synthetically useful for? ]
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.26P: The compound eutypine is an antibacterial agent isolated from the fungus Eutypa lata. This fungus...
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Step 1: Nucleophilic acyl reaction
VIEWStep 2: Propionic acid derivatives and their reactivity towards nucleophilic acyl substitution
VIEWStep 3: Most likely used propionic acid derivative for Friedel-Crafts acylation
VIEWStep 4: Most likely used propionic acid derivative for alkylation involving base
VIEWStep 5: Synthetic uses of amide
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