Reaction of C₃H₅Cl (Problem 58, spectrum A) with Cl₂ in H₂O gives rise to two products, both C₃H₆Cl₂O, whose spectra are shown in B and C. Reaction of either of these products with KOH yields the same molecule C₃H₅ClO (spectrum D, next page). The insets show expansions of some of the multiplets. The IR spectrum reveals bands at 720 and 1260 cm^-1 and the absence of signals between 1600 and 1800 cm^-1 and between 3200 and 3700 cm^-1. 

(a) Deduce the structures of the compounds giving rise to spectra B, C, and D.

(b) Why does reaction of the starting chloride compound with Cl₂ in H₂O give two isomeric products?

(c) Write mechanisms for the formation of the product C₃H₅ClO from both isomers of C₃H₆Cl₂O.