Write the mechanism of the monochlorination of cyclopentane, including initiation, propagation, and termination.

For the synthesis of 2-halopropane, would it be better to perform chlorination or bromination of propane? Explain.

Determine whether bromination or chlorination would result in a higher yield of 2-halo-2-methylpropane.

Determine whether bromination or chlorination would produce 1-halo-2,2,3,3-tetramethylbutane as the major product.

A chemist performed monochlorination of 3-ethylpentane at room temperature to find out the relative ease of removing a hydrogen atom from a primary, a secondary, and a tertiary carbon. He observed that 24.46% of the product was 1-chloro-3-ethylpentane, 61.96% was 2-chloro-3-ethylpentane, and 13.58% was 3-chloro-3-ethylpentane. Using the given data, determine the relative ease of removing each kind of hydrogen atom.

When bromine is mixed with propane in the presence of light then a mixture of two monobrominated derivatives is obtained. Estimate the ratios by which these monobrominated derivatives will be obtained through this light-promoted bromination.

Hint: A bromine atom removes secondary hydrogen almost 80 times faster than the primary hydrogen.

The percentage yield of each of the products obtained in the chlorination of methylcyclobutane is shown below. Given this data, determine the relative reactivity of a tertiary and secondary hydrogen atom compared to a primary hydrogen atom under these conditions.

Write a mechanism for the polymerization of first three units of tetrafluoroethylene using an alkoxide as the chain initiator.

Which two different alkenes would undergo allylic bromination with NBS to produce the following product?

A student reacted NBS with 1-methylcyclopent-1-ene under a sunlamp.

(i) Draw all resonance forms of the three possible allylic free radical intermediates of the reaction

(ii) Label the three intermediates 1 through 3 (1 is the most stable; 3 is the least stable)

(iii) Draw the products that could be obtained from the reaction