Exam 10: Radical Reactions

Compound A has molecular formula C₆H₁₂. Upon treatment with NBS and irradiation with UV light, exactly two compounds (including stereoisomers), are formed. Suggest a possible structure for compoundA.

Propylene (propene) undergoes free radical polymerization with benzoyl peroxide, but does not produce very long chains. Provide a reasonable explanation for this result.

Thermal cracking of butane can produce ethyl radicals via homolytic cleavage. Give the arrows to show this process.

Propose a synthesis of 2-methylpropene from 2-methylpropane.

In the molecule shown below, determine which of the highlighted C-H bonds (from a to e) is expected to have the lowest bond dissociation energy.

Propose a synthesis of polyethylene from ethane.

Predict the product(s) of the following reaction.

How many constitutional isomers are possible if propane is dichlorinated? Draw them.

Which of the following is an example of termination?

A bromine radical can add to the π bond of 2-methylpropene. Give the arrows to show this process and the expected result.

Upon treatment of 1-methylcyclopentene with NBS and irradiation with UV light, exactly nine compounds (including stereoisomers) are formed. Draw all nine products.

Identify the likely major product(s) of the reaction shown.

Propose a synthesis of 3,4-dimethyl-2-pentanol using 2-methyl-2-butene and ethanol as your sources of carbon.

Give the arrows to show the mechanism of the following radical process.

Which term most accurately describes the process shown below?

What reagents would best accomplish the following synthesis?

Of the four choices shown, which is likely to be a major product of the reaction below?

Which of the following steps is thermodynamically unfavorable at all temperatures?

Which term most accurately describes the process shown below?

Which of the following is the correct name for the major product of the following reaction?