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Chapter 26: Q 10. (page 1061)

What reagents are needed to convert 2-methylpropene [CH3C=CH2]to each compound? More than one step may be required.

a.

b.

c.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Cyclopropanes

A new C-C bond is formed via the reaction of alkenes with carbene intermediates to form the corresponding cyclopropanes.

02

Finding reagents

The following reagents are used to convert 2-methylpropene to the given compounds.

a. 2-Methylpropene reacts with trichloromethane in the presence of potassium tert-butoxide to form the given cyclopropane.

Reaction with trichloromethane and potassium-tert-butoxide

b. 2-Methylpropene reacts with tribromomethane in the presence of potassium tert-butoxide to form the given cyclopropane.

Reaction with tribromomethane and potassium-tert-butoxide

c. 2-Methylpropene reacts with lithium dimethyl cuprate to form the given cyclopropane.


Reaction with lithium dimethyl cuprate

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Most popular questions from this chapter

Metathesis reactions can be carried out with two different alkene substrates in one reaction mixture. Depending on the substitution pattern around the C=C, the reaction may lead to one major product or a mixture of many products. For each pair of alkene substrates, draw all metathesis products formed. (Disregard any starting materials that may also be present at equilibrium.) With reference to the three examples, discuss when alkene metathesis with two different alkenes is a synthetically useful reaction.

Synthesize each compound from the given starting materials.

Draw a stepwise mechanism for the following reaction.

Identify X, an intermediate that was converted to eletriptan (trade name Relpax), a drug used to treat migraines.

Draw the product formed from the ring-closing metathesis of each compound. Then, devise a synthesis of each metathesis starting material from benzene, alcohols with less than five carbons, and any needed organic and inorganic reagents.

a.

b.
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