(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONA to produce the cis- stilbene and trans-stilbene as shown below: trans-Seilbene (major products cis-Stilbone (a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of each product and compare their ground state conformation stability. (b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not change, i.e., trans-stilbene is still the major product. Explain.
(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONA to produce the cis- stilbene and trans-stilbene as shown below: trans-Seilbene (major products cis-Stilbone (a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of each product and compare their ground state conformation stability. (b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not change, i.e., trans-stilbene is still the major product. Explain.
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONa to produce the cis-
stilbene and trans-stilbene as shown below:
trans-Stilbene
alr-Stilbone
(major produc)
(a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is
the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of
each product and compare their ground state conformation stability.
(b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not
change, i.e., trans-stilbene is still the major product. Explain.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F3005eaaf-cd4d-4b39-92de-265382accbde%2Fc5c14965-6017-410d-b61f-51e12b92d20c%2F1w1k35g_processed.jpeg&w=3840&q=75)
Transcribed Image Text:(S)-1-Bromo-1,2-diphenylethane reacts with the strong base CH3CH2ONa to produce the cis-
stilbene and trans-stilbene as shown below:
trans-Stilbene
alr-Stilbone
(major produc)
(a) The reaction is stereoselective, and the major product is trans-stilbene. Explain why the trans-stilbene is
the major isomer using Newman projections looking down the C1-C2 bond, that lead to formation of
each product and compare their ground state conformation stability.
(b) When (R)-1-Bromo-1,2-diphenylethane reacts with CH3CH2ONA the stereochemical outcome does not
change, i.e., trans-stilbene is still the major product. Explain.
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