The hydrogen's of the hydrocarbons can b randomly replaced by chlorine by reaction of the hydrocarbon with Cl2 in the presence of light. An unknown compound, A, with the formula C4H10, produces two isomeric monochlroides, B and C, with the formula C4H9Cl, when submitted to these reaction conditions. Monochlroides B produces three isomeric dichlorides, D, E, and F, with the formula C4H8Cl2, when submitted to these reactions conditions. Monochlroides C gives a single dichloride, D, when submitted to these reaction conditions. Show the structures of A, B, C, D, E, and F. Are there any ambiguities in these structure assignments?

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light + Cl, B С Н.СI САНю С.Н, СI light B Cl, E D С.Н.С, С,Н, С, С,Н, С. light Cl, D +