(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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