E/Z diastereomers Following are two diastereomers of 3-bromo-3, 4-dimethylhexane

Question

E/Z diastereomers

Following are two diastereomers of 3-bromo-3, 4-dimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3, 4-dimethyI-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? 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 diastercomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives the E alkene? Following are two diastercomers 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 major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives the E alkene?

Explanation / Answer

cis compound + anti addition gives racemic

Trans compound + anti addition gives meso type

Here we have anti eliminaton.

E alkene is where we have to top priorities grousp in opposite side ( trans manner).Hence meso type compounds gives E alkene.

For 1st compound its option a

for second compound its option b

for third compound its option b

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