Solution Found!
Indane can undergo free-radical chlorination at any of the
Chapter 11, Problem 45SP(choose chapter or problem)
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?
Questions & Answers
QUESTION:
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?
ANSWER:
Solution:
Indane can undergo free-radical chlorination at any of the alkyl positions on the aliphatic ring. The structure of Indane is,
Step 1
(a)Here we have to draw the possible monochlorinated products:-
(Indane) (1-chloroindane) (2-chloroindane)
Indane on chlorination in presence of sunlight gives two possible monochlorinated products i.e 1-chloroindane and 2-chloroindane.