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Chapter 15: Q50. (page 570)

Question:Draw all the monochlorination products that are formed from (S,S)-1,2-dimethylcyclopropane.

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01

Chlorination of alkane via radical substitution reaction

One achieves chlorination of alkanes by treating them with chlorine in the presence of light and heat. The reaction yields a mixture of monochlorinated products since chlorine reacts with all the intermediate radicals formed.

The monochlorination of propane is shown below:

Monochlorination of propane

02

Chlorination of (S, S)-1,2-dimethylcyclopropane

(S,S)-1,2-dimethylcyclopropane is treated with chlorine in the presence of light to give the following products:

Monochlorination of (S,S)-1,2-dimethylcyclopropane

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Most popular questions from this chapter

Question: (a) Ignoring stereoisomers, what two allylic hydroperoxides are formed by the oxidation of hex-1-ene with O2? (b) Draw a stepwise mechanism that shows how these hydroperoxides are formed.

Question: With reference to the indicated C-H bonds in 2-methylbutane.

a. Rank the C-H bonds in order of increasing bond length.

b. Draw the radical resulting from cleavage of each C-H bond and classify it as 10,20, or 30

c.Rank the order of radicals in order of increasing stability.

Rank the C-H bonds in order of increasing ease of H abstractions in a radical halogenation reaction.

Question: Rank the following radicals in order of increasing stability.

Question: Draw a stepwise mechanism for the following polymerization reaction

Question: Which compounds can be prepared in good yield by allylic halogenation of an alkene?

a.

b.

c.
See all solutions

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