Consider the reaction between (1S,3S)‑1‑chloro‑3‑methylcyclopentane and methanethiol in the presence of sodium hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product. racemic chiral achiral (1R, 3S) (1R, 3R) (1S, 3S)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
Section5.SE: Something Extra
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Consider the reaction between (1S,3S)‑1‑chloro‑3‑methylcyclopentane and methanethiol in the presence of sodium hydroxide.

(a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds.

(b) Then analyze the stereochemistry of the product.

  • racemic
  • chiral
  • achiral
  • (1R, 3S)
  • (1R, 3R)
  • (1S, 3S)

 

(b) Which terms characterize the product of the reaction? Select all that apply.
racemic
chiral
O (1R, 3S)
achiral
(1R, 3R)
O (1S, 3S)
Transcribed Image Text:(b) Which terms characterize the product of the reaction? Select all that apply. racemic chiral O (1R, 3S) achiral (1R, 3R) O (1S, 3S)
Consider the reaction between (1S,3S)-1-chloro-3-methylcyclopentane and methanethiol in the presence of sodium
hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality
centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product.
Draw only the organic product.
Select
Draw
Rings
More
Erase
NAOH
(a)
SH
Transcribed Image Text:Consider the reaction between (1S,3S)-1-chloro-3-methylcyclopentane and methanethiol in the presence of sodium hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product. Draw only the organic product. Select Draw Rings More Erase NAOH (a) SH
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