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Chapter 8: Q.49 (page 328)

What alkyl chloride affords the following alkene exclusively under E2 reaction conditions?

Short Answer

Expert verified

The alkyl chloride forms the mentioned alkene is shown below:

Step by step solution

01

Identification of the substrate

The primary halides always favor E2 reactions, whereas the secondary and tertiary halides favor E1 and E2, both depending on the bases used.

So to make the product exclusively an E2 product, a bulky base like potassium-tert-butoxide is used, which takes up a β proton from the less hindered carbon.

02

Different types of β hydrogens

Different types of βhydrogens give different types of elimination products. Here only one type of βhydrogen is present, so it gives only one product.

So, taking into account all the steps and the types of βhydrogens present, the possible alkyl halide which undergoes E2 reaction is as follows:

Representation of E2 reaction

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Most popular questions from this chapter

Draw all products, including stereoisomers, in each reaction.

a.

b.

c.

d.

Draw all of the substitution and elimination products formed from the given alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicatethe stereochemistry around the stereogenic centers present in theproducts, as well as the mechanism by which each product is formed.

Draw the alkynes formed when each dihalide is treated with excess base.

a.

b.

c.

d.

Under certain reaction conditions, 2,3-dibromobutane reacts with two equivalents of base to give three products, each of which contains two new bonds. Product A has two sp hybridized carbon atoms, product B has one sphybridized carbon atom, and product C has none. What are the structures of A, B, and C?

What alkene is the major product formed from each alkyl halide in an E1 reaction?

a.

b.

c.
See all solutions

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