Mechanism of azide synthesis: Step 1: Nucleophilic substitution of alkyl halide with sodium azide to form an alkyl azide. Step 2: Reduction of alkyl azide with a reducing agent such as sodium borohydride or lithium aluminum hydride to form an alkylamine. Mechanism of alkylation of ammonia: Step 1: The alkyl halide undergoes a nucleophilic substitution reaction with ammonia gas to form an intermediate alkylamine. Step 2: The intermediate alkylamine is deprotonated by the catalyst to form the final alkylamine.

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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Mechanism of azide synthesis:
Step 1: Nucleophilic substitution of alkyl halide with
sodium azide to form an alkyl azide.
Step 2: Reduction of alkyl azide with a reducing
agent such as sodium borohydride or lithium
aluminum hydride to form an alkylamine.
Mechanism of alkylation of ammonia:
Step 1: The alkyl halide undergoes a nucleophilic
substitution reaction with ammonia gas to form an
intermediate alkylamine.
Step 2: The intermediate alkylamine is
deprotonated by the catalyst to form the final
alkylamine.
Transcribed Image Text:Mechanism of azide synthesis: Step 1: Nucleophilic substitution of alkyl halide with sodium azide to form an alkyl azide. Step 2: Reduction of alkyl azide with a reducing agent such as sodium borohydride or lithium aluminum hydride to form an alkylamine. Mechanism of alkylation of ammonia: Step 1: The alkyl halide undergoes a nucleophilic substitution reaction with ammonia gas to form an intermediate alkylamine. Step 2: The intermediate alkylamine is deprotonated by the catalyst to form the final alkylamine.
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