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Photochemical chlorination

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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.

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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.

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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 ...

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