The chloromethylation of benzyl chloride under optimum conditions of solvent, condensing agent and temperature resulted in a mixture from which p-di(chloromethyl)benzene (42%), o-di(chloromethyl)benzene (13%), m-di(chloromethyl)-benzene (3%), and di(p-chloromethylphenyl)methane (1%) were separated. Two new compounds, namely, 1,2,4-tri(chloromethyl)benzene and 1,2,4,5-tetra-(chloromethyl)benzene were synthesized by combined chloromethylation and chlorination of xylene.