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 Z alkene? Et Me Br H Br Me Me. Et iPr Me iPr

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
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.39P: Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium...
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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 Z alkene?
Et
Ме
Br
Br
Me
Me
Et.
Hi
iPr
Me
iPr
b
Transcribed Image Text: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 Z alkene? Et Ме Br Br Me Me Et. Hi iPr Me iPr b
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