Indane can undergo free-radical chlorination at any of the alkyl positions on the aliphatic ring.
(a) Draw the possible monochlorinated products from this reaction.
(b) Draw the possible dichlorinated products from this reaction.
(c) What instrumental technique would be most helpful for determining how many products are formed, and how many of those products are monochlorinated and how many are dichlorinated?
(d) Once the products have been separated, what instrumental technique would be most helpful for determining the structures of all the dichlorinated products?