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Chapter 8: Q.50 (page 328)

Draw the products formed when each dihalide is treated with excess NaNH2.

a.

b.

c.

d.

Short Answer

Expert verified

The products formed after the treatment with NaNH2 is shown below:

Step by step solution

01

Type of the base used

NaNH2is a strong base.

When used in excess, it tends to abstract all the β protons since, in these substrates, two leaving groups are present. As a result, the elimination product formed gives an alkyne.

02

Removal of β hydrogens

Removal of excess βhydrogens gives the elimination product. Based on the steps, the products formed after the treatment with NaNH2 is shown below:

Representation of the possible alkynes from a

Representation of the possible alkynes from b

Representation of the possible alkynes from c

Representation of the possible alkynes from d

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Most popular questions from this chapter

Name each compound and decide which stereoisomer will react faster in an E2 elimination reaction. Explain your choice.

Draw the major E2 elimination products from each of the following alkyl halides.

a.

b.

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

a.

b.

c.

(a) Which double bonds in (E)-ocimene, a major component of the odor of lilac flowers, can exhibit stereoisomerism? (b) Draw a diastereomer of (E)-ocimene

Explain the selectivity observed in the following reactions.
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