Exam 11: Radical Reactions

Propose an efficient synthesis of polyethylene from ethane.

Which term most accurately describes the process shown below?

Upon treatment with NBS and irradiation with UV light, 2-methyl-2-butene reacts to produce exactly six monobrominated compounds. Draw the products of this reaction.

Predict the product(s) of the following reaction:

Which term most accurately describes the process shown below?

Use correct arrow formalism to show the propagation steps for the autooxidation of diethyl ether.

Predict the major product(s) of the reaction shown below:

Propose an efficient synthesis of 2-butyn-1-ol from propane.

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

One possible product of thermal cracking of hexane is 1-butene. Use correct arrow formalism to suggest a possible mechanism for this process starting from an alkyl radical.

Which of the following are the products of a homolytic cleavage of a C-C bond of ethane?

Use correct arrow formalism to show the mechanism of the following radical process:

Upon treatment with NBS and irradiation with UV light, 2-isopropyl-3-methyl-1-butene reacts to produce exactly two monobrominated compounds. Draw the products of this reaction.

Use correct arrow formalism consistent with the following radical process:

Using correct arrow formalism, draw all of the reasonable resonance structures for the radical shown below.

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

Which of the following is most reactive towards chlorination?

The free radical polymerization of styrene with benzoyl peroxide yields a polymer that has repeat units arranged primarily in a 'head-to-tail' arrangement. This means that the phenyl group primarily ends up placed at alternating carbon atoms along the chain. Use correct arrow formalism to show why this arrangement is preferred over a 'head-to-head' or 'tail-to-tail' arrangement.

Both compounds A and B have molecular formula C₆H₁₄. Monochlorination of compound A results in formation of two constitutional isomers. Monochlorination of compound B results in formation of four constitutional isomers. Identify compounds A and B, and show the products of each monochlorination.

Which of the following are possible product(s) of the reaction shown?