The following reaction is carried out in a MeOH/H₂O solvent mixture. Please answer the questions that follow: X CI NH₂ in MeOH/H₂O -NH₂ a a) Write out the mechanism of this reaction (use curly arrows to show electron movement!) to show how the products form. b) is the mechanism of this reaction SN1, SN2, E1 or E2? c) If the starting material was optically pure (pure R or S enantiomer), would the product be optically pure or would it be a racemate? Briefly explain your answer.

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
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.43P
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The following reaction is carried out in a MeOH/H₂O solvent mixture. Please answer the questions that
follow:
q
CI
NH₂
in MeOH/H₂O
-NH₂
9
a) Write out the mechanism of this reaction (use curly arrows to show electron movement!) to show
how the products form.
b) is the mechanism of this reaction SN1, SN2, E1 or E2?
c) If the starting material was optically pure (pure R or S enantiomer), would the product be optically
pure or would it be a racemate? Briefly explain your answer.
d) Which chemical species is/are involved in the rate determining step for this reaction?
e) What would happen to the rate of the reaction if we doubled the concentration of NH₂ ?
f) What would happen to the rate of the reaction if we halved the concentration of the alkyl halide?
Transcribed Image Text:The following reaction is carried out in a MeOH/H₂O solvent mixture. Please answer the questions that follow: q CI NH₂ in MeOH/H₂O -NH₂ 9 a) Write out the mechanism of this reaction (use curly arrows to show electron movement!) to show how the products form. b) is the mechanism of this reaction SN1, SN2, E1 or E2? c) If the starting material was optically pure (pure R or S enantiomer), would the product be optically pure or would it be a racemate? Briefly explain your answer. d) Which chemical species is/are involved in the rate determining step for this reaction? e) What would happen to the rate of the reaction if we doubled the concentration of NH₂ ? f) What would happen to the rate of the reaction if we halved the concentration of the alkyl halide?
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