9.39. Following are diastereomers (A) and (B) 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 which alkene? Account for the stereoselectivity of each 8-elimination. Me н Ме Br C-C Me Br H C-C Me Et Et Et Et (A) (B)
9.39. Following are diastereomers (A) and (B) 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 which alkene? Account for the stereoselectivity of each 8-elimination. Me н Ме Br C-C Me Br H C-C Me Et Et Et Et (A) (B)
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![9.39. Following are diastereomers (A) and (B) 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 which alkene? Account for the
stereoselectivity of each 3-elimination.
Me
Me
H
Br
Me
Br
Me
Et
Et
Et
Et
(A)
(В)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fab5c7ea6-7359-4920-ae0a-3ac8b34fd5b5%2F4e17dcc9-d05b-468f-9ad3-5452b2e93224%2Fimesq2f_processed.jpeg&w=3840&q=75)
Transcribed Image Text:9.39. Following are diastereomers (A) and (B) 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 which alkene? Account for the
stereoselectivity of each 3-elimination.
Me
Me
H
Br
Me
Br
Me
Et
Et
Et
Et
(A)
(В)
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