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Q.45

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Organic Chemistry
Found in: Page 328

Short Answer

Taking into account anti periplanar geometry, predict the major E2 product formed from each starting material.

a.

b.

The major E2 product formed from each reactant are:

See the step by step solution

Step by Step Solution

Anti-periplanar orientation

The proton and the leaving group must be in an anti-periplanar position to undergo an elimination reaction. Antiperiplanar is the orientation where the proton is abstracted, and the leaving group removed must be in a trans position.

Removal of  hydrogens to form the elimination product

The proton is then abstracted by a base, followed by the removal of a leaving group. Different types of hydrogens give different types of elimination products.

In structure a., only one type of hydrogen is present. Hence it gives only one product. But in the case of b., two different types of hydrogen are present. Hence it gives two products.

The major E2 product formed from each reactant are:

a.

Representation of the major elimination product from a

b.

Representation of the major elimination products from b

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