Question

In: Chemistry

two procedures: 1. a microscale cis-trans isomerization of an alkene 2. a miscroscale addition of bromine...

two procedures:

1. a microscale cis-trans isomerization of an alkene

2. a miscroscale addition of bromine to fumaric acid

For each procedure:

a. predict which alkene will predominate at equilibrium (please explain)

b. predict the stereochemistry of the products formed if the addition of bromine to fumaric acid occurs via: syn addition, anti addition, and stereorandom addition

Thank You

Solutions

Expert Solution

1. a microscale cis-trans isomerization of an alkene

                        

2. a miscroscale addition of bromine to fumaric acid

Called anti addition,because the 2 bromines ends in an anti configuration

The mechanism must be a back-side attack of the nuclophile (Br -)

The mechanism for the meso-product (stereorandom addition) the Bromide can attack either carbon of the bromonium ion


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