The correct answer is C. mixture of o- and p-bromotoluene.
Toluene is a benzene ring with a methyl group attached to it. When toluene is refluxed with bromine in the presence of light, a substitution reaction occurs. The bromine atom replaces one of the hydrogen atoms on the methyl group, forming a bromotoluene. There are two possible isomers of bromotoluene, o-bromotoluene and p-bromotoluene. o-Bromotoluene has the bromine atom attached to the methyl group and the adjacent carbon atom on the benzene ring. p-Bromotoluene has the bromine atom attached to the methyl group and the carbon atom that is two carbon atoms away from the methyl group on the benzene ring.
In the presence of light, the bromine atom is activated and can more easily attack the methyl group. This results in a mixture of o- and p-bromotoluene being formed. The ratio of o- to p-bromotoluene depends on the reaction conditions, such as the temperature and the amount of light.
A. o-bromotoluene is incorrect because it is only one of the possible isomers that can be formed.
B. p-bromotoluene is incorrect because it is only one of the possible isomers that can be formed.
D. benzylbromide is incorrect because it is not formed in this reaction.