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Stereochemical Correlation: Hydrogenation

ORGO1-9C4K4C

A enantiomerically pure stereoisomer of 3-methyl-1-hexene with unknown stereochemistry is treated with hydrogen gas in the presence of palladium on carbon catalyst. The optical rotation of the product is consistent with that of (R)-3-methylhexane.

What is the stereochemical configuration of the starting material?

A

(R)-3-methyl-1-hexene

B

(S)-3-methyl-1-hexene

C

(E)-3-methyl-1-hexene

D

(Z)-3-methyl-1-hexene