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Chapter 11: Q49. (page 452)

Question: What steps are needed to prepare phenylacetylene, C6H5C鈮�CH, from each compound:

a.C6H5CH2CHBr2b.C6H5CHBrCH3c.C6H5CH2CH2OH

Short Answer

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Step by step solution

01

Step-by-Step SolutionStep 1: Preparation of alkynes from alkyl halides

The alkynes can be prepared by the elimination reactions by using a strong base. A strong reaction with an alkyl halide is able to abstract two equivalents of hydrogen halide to produce the alkynes.

The two successive E2 elimination reactions take place in order to produce the alkynes from the vicinal or geminal dihalides.

02

The preparation of the given compounds

  1. The phenylacetylene can be prepared by using the compound a in the following way:

b. The phenylacetylene can be prepared by using the compound b by the following reaction

c. The phenylacetylene can be prepared by using the compound c by the following


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Most popular questions from this chapter

Question: Synthesize each compound from acetylene. You may see any other organic or inorganic reagents.

a.

b.

c.

d.

e.

Question: Devise a synthesis of CH3CH2CH2CHO from two-carbon starting materials.

Nepheliosyne B is a novel acetylenic fatty acid isolated from a New Caledonian marine sponge.

(a) Label the most acidic H atom.

(b) Which carbon-carbon 蟽 bond is shortest?

(c) How many degrees of unsaturation does nepheliosyne B contain?

(d) How many bonds are formed from ?

(e) Label each triple bond as internal or terminal.

Question: Draw the enol tautomer of (a) and the keto tautomer of (b).

a.

b.

Question: Devise a synthesis of the following compound from cyclohexene and acetylene. You may use any other inorganic reagents.
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