Q 11-11-24 E

Question

Draw the structure and assign Z or E stereochemistry to the product you expect from E2 reaction of the following molecule with NaOH (green = Cl):

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Answer

The structure of the product and its stereochemistry is,

1E2 reaction

In the E2 reaction, E means elimination, and 2 means bimolecular. This reaction mechanism has a single step where C-H and C-halogen bonds break down and form a C=C bond. It occurs in the presence of strong bases like NaOH.

2The structure of the product and its stereochemistry

The given molecule is rotated from the left side of the molecule so that the groups which are to be eliminated have an anti periplanar relationship. When this molecule is treated with NaOH, a double bond is formed by removing NaCl and water. This double bond has an E configuration.

E2 reaction with NaOH

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