Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treat- ment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives which alkene? Account for the stereoselectivity of each B-elimination. H C-C Mẹ Me Br H Ме Br C-C Me Et Et Et Et (A) (В)

Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treat- ment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives which alkene? Account for the stereoselectivity of each B-elimination. H C-C Mẹ Me Br H Ме Br C-C Me Et Et Et Et (A) (В)

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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Following are two diastereomers of 3-bromo-3,4-dimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives the Z alkene? Ме Br Et Et Br Me H. Et Et Me Me a Following are two diastereomers of 3-bromo-2,3,4-trimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 2,3,4-trimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives the E alkene? H Br H Br Me Me Et Mer Et b Me iPr iPr Following are two diastereomers of 3-bromo-4-ethyl-2,3,5-trimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3-ethyl-2,4,5-trimethyl-3-hexene as the maior product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives the Z alkene? Visited Br iPr H H Br Me iPr iPr Et Ме Et iPr a b