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Photochemical chlorination

Assume that all the methylene groups in the alkane are equally reactive as sites of free-radical chlorination.

a) Photochemical chlorination of heptane gave a mixture of monochlorides containing 15% 1-chloroheptane. What other monochlorides are present? Estimate the percentage of each of these additioanl C7H15Cl isomers in a monochloride fraction.

b) Photochemical chlorination of dodecane gave a monochloride fraction containing 19% 2-chlorododecane. Estimate the percentage of 1- chlorododecane present in that fraction.

Solution Preview

a) The assumption in the problem means that each carbon atom on the chain will accept a Cl atom with the same likelihood or percentage. The possible monochloride isomers for heptane (C7H16) are as follows: 1-chloroheptane, 2-chloroheptane, 3-chloroheptane and 4-chloroheptane (5-chloroheptane doesn't exist, as that would be equal to 3-chloroheptane, because in naming the compounds (nomenclature of alkane derivatives), we ...

Solution Summary

This solution provides an answer as to what other mono chlorides are present in the mixture of 15% 1-chloroheptane. Also, the estimated percentages of additional C7H15CI isomers and 1-chlorododecane are given.