ORGANIC CHEMISTRY Chapter 21 o 2-1odo-1, 3-dimethylbenzene do not react with nanh, CH NCH3 NaNH no substitution NH3(O 2-lodo-1, 3-dimethy benzene o p-Chlorotoluene reacts with nanh, to yield a mixture of p-and m-toluidine CH CH NanH, NH NH 2 p-Chlorotoluene p-Toluidine m-toluidine Department of Chemistry, Xiamen UniversityORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 2-Iodo-1,3-dimethylbenzene do not react with NaNH2: p-Chlorotoluene reacts with NaNH2 to yield a mixture of p- and m-toluidine: I CH3 CH3 NH3(l) NaNH2 no substitution 2-Iodo-1,3-dimethylbenzene CH3 Cl CH3 NH2 NH3(l) CH3 NH2 + NaNH2 p-Chlorotoluene p-Toluidine m-Toluidine