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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 尾 proton from the less hindered carbon.

02

Different types of β hydrogens

Different types of 尾hydrogens give different types of elimination products. Here only one type of 尾hydrogen is present, so it gives only one product.

So, taking into account all the steps and the types of 尾hydrogens 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

For which double bonds are stereoisomers possible?

a.

b.

c.

Draw all products, including stereoisomers, in each reaction.

a.

b.

c.

d.

Use curved arrows to show the movement of electrons in the following E2 mechanism. Draw the structure of the transition state.

Which double bonds in the following natural products can exhibit stereoisomerism? Nerolidol is isolated from the angel鈥檚 trumpet plant, caryophyllene is present in hemp, and humulene comes from hops.

a.

b.

c.

Draw a stepwise, detailed mechanism for the following reaction.
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