11. Radical Reactions

Show how the following compounds could be prepared from 2-methylpropane:

b. 2-methyl-1-propene

Using the given starting material and any necessary organic or inorganic reagents, indicate how the desired compounds could be synthesized:

c.

Using the given starting material and any necessary organic or inorganic reagents, indicate how the desired compounds could be synthesized:

a.

Starting with cyclohexane, how could the following compounds be prepared?

c.

Starting with cyclohexane, how could the following compounds be prepared?

b.

Design a multistep synthesis to show how the following compounds can be prepared from the given starting material:

d.

Design a multistep synthesis to show how the following compounds can be prepared from the given starting material:

a.

Show how the following compounds could be prepared from 2-methylpropane:

c. 2-iodo-2-methylpropane

Using cyclohexane as one of your starting materials, show how you would synthesize the following compounds.

(e)

Show how you would accomplish the following synthetic conversions.

(d) 2−methylbutan-2-ol → 2-bromo-3-methylbutane

Identify A through O:

Identify A–J:

Identify A–J:

The cationic polymerization of isobutylene (2-methylpropene) is shown in Section 8-16A. Isobutylene is often polymerized under free-radical conditions. Propose a mechanism for the free-radical polymerization of isobutylene.

Show how you would convert (in one or two steps) 1-phenylpropane to the three products shown below. In each case, explain what unwanted reactions might produce undesirable impurities in the product.