CI + CH3OH methanol Suppose you were told that the above reaction was a substitution reaction but you were not told the mechanism. Evaluate the following categories to determine the reaction mechanism and then draw the structure of the major organic product. Type of alkyl halide: Type of nucleophile: Solvent: Is the product racemic?

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
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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CI
+ CH3OH
methanol
Suppose you were told that the above reaction was a substitution reaction but you were not told the mechanism.
Evaluate the following categories to determine the reaction mechanism and then draw the structure of the major
organic product.
Type of alkyl halide:
Type of nucleophile:
Solvent:
Is the product racemic?
Transcribed Image Text:CI + CH3OH methanol Suppose you were told that the above reaction was a substitution reaction but you were not told the mechanism. Evaluate the following categories to determine the reaction mechanism and then draw the structure of the major organic product. Type of alkyl halide: Type of nucleophile: Solvent: Is the product racemic?
a) Type of alkyl halide:
(methyl/primary/primary benzyl/primary
allyl/secondary/secondary benzyl/secondary
allyl/tertiary/tertiary benzyl/tertiary allyl)
b) Type of nucleophile: (good/moderate/poor)
c) Solvent: (protic/aprotic)
d) Is the product racemic? (yes/no)
If the reaction produces a racemic mixture, just
draw one stereoisomer.
Transcribed Image Text:a) Type of alkyl halide: (methyl/primary/primary benzyl/primary allyl/secondary/secondary benzyl/secondary allyl/tertiary/tertiary benzyl/tertiary allyl) b) Type of nucleophile: (good/moderate/poor) c) Solvent: (protic/aprotic) d) Is the product racemic? (yes/no) If the reaction produces a racemic mixture, just draw one stereoisomer.
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