Draw a major organic product for the reaction shown. Clearly show stereochemistry by drawing one wedged, one hashed, and two in-plane bonds per stereocenter. Select Draw Rings More Erase H Br First, an clectrophilic attack of bromine on the double bond results in the Br, formation of a bromonium ion. 1-ethylcyclohexene Н,О (ехcess) Next, a nucleophilic attack of water (instead of bromine ion) opens the bromonium ion ring. The product of the reaction is a halohydrin. Consider the regiochemistry and stereochemistry. A racemic mixture is expected, but you need only draw one major organic product. Two stereocenters are formed in this reaction. Be sure to clearly show stereochemistry for BOTH stereocenters.

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Chapter1: Chemical Foundations
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Draw a major organic product for the reaction shown. Clearly show stereochemistry by drawing one wedged, one hashed,
and two in-plane bonds per stereocenter.
Select
Draw
Rings
More
Erase
H
Br
First, an electrophilic attack of bromine on the double bond results in the
Br,
formation of a bromonium ion.
1-ethylcyclohexene-
H,0 (excess)
Next, a nucleophilic attack of water (instead of bromine ion) opens the
bromonium ion ring.
The product of the reaction is a halohydrin.
Consider the regiochemistry and stereochemistry. A racemic mixture is expected,
but you need only draw one major organic product. Two stereocenters are formed
in this reaction. Be sure to clearly show stereochemistry for BOTH stereocenters.
Transcribed Image Text:Draw a major organic product for the reaction shown. Clearly show stereochemistry by drawing one wedged, one hashed, and two in-plane bonds per stereocenter. Select Draw Rings More Erase H Br First, an electrophilic attack of bromine on the double bond results in the Br, formation of a bromonium ion. 1-ethylcyclohexene- H,0 (excess) Next, a nucleophilic attack of water (instead of bromine ion) opens the bromonium ion ring. The product of the reaction is a halohydrin. Consider the regiochemistry and stereochemistry. A racemic mixture is expected, but you need only draw one major organic product. Two stereocenters are formed in this reaction. Be sure to clearly show stereochemistry for BOTH stereocenters.
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