The molecular formula of diphenylmethane, [figure] is C13H12. How many structural isomers are possible when one of the hydrogens is replaced by a chlorine atom?
- 6
- 4
- 8
- 7
Answer
(2) 4
Solution
Diphenylmethane, C6H5-CH2-C6H5, is symmetrical: both rings are equivalent.
Different kinds of H atoms:
(i) the CH2 hydrogens ⇒ C6H5-CHCl-C6H5 (1 isomer)
(ii) ring hydrogens at the ortho, meta and para positions ⇒ o-, m- and p-chloro derivatives (3 isomers)
∴ Total monochloro structural isomers = 1 + 3 = 4
Answer: (2)