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Chapter 8: Q.21 (page 319)

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

a.

b.

c.

d.

Short Answer

Expert verified

The products formed after the treatment NaNH2 is shown below:

Step by step solution

01

Type of the base used

NaNH2 is a strong base. When used in excess, it tends to abstract all the尾 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 尾 hydrogens gives rise to the elimination product. Different types of 尾 hydrogens give different types of products. But here, different types of 尾 hydrogens give a single product due to the formation of alkyne.

Representation of beta hydrogens

03

Formation of alkynes

Based on the steps, the products formed after the treatment with NaNH2 s shown below:-

Representation of possible products in a

Representation of possible products in b

Representation of possible products in c

Representation of possible products in d

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Most popular questions from this chapter

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

a.

b.

c.

d.

Classify each alkene in the following vitamins by the number of carbon substituents bonded to the double bond.

a.

b.

Explain why the reaction of 2-bromopropane withNaOCOCH3 gives(CH3)2CHOCOCH3 exclusively as product, but the reaction of 2-bromopropane with NaOCH2CH3gives a mixture of (CH3)2CHOCH2CH3(20%) and CH3CH=CH2(80%).

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

鈭咹掳values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).
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