Merck, 392510-5ML, 1-Iodo-3,5-dimethylbenzene

General description
1-Iodo-3,5-dimethylbenzene (5-Iodo-m-xylene) is an aryl halide. It can be obtained from 5-bromo-m-xylene, via copper-catalyzed halogen exchange reaction, in the presence of NaI or KI in n-BuOH or DMF (solvents). It undergoes reaction with phenol in the presence of CuFe₂O₄nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.
Application
1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethylaniline, an arylamine.
It may be used in the following studies:
α-Arylation of ketones.
Copper-catalyzed N-arylation of imidazoles.
Cyanation of 5-iodo-m-xylene to form 3,5-dimethylbenzonitrile.
Synthesis of 1,3-Dimethyl-5-phenoxybenzene by nano-CuFe₂O₄ catalyzed C-O cross-coupling with phenol.
CuBr-catalyzed amination of 1-iodo-3,5-dimethylbenzene to form N-Allyl-3,5-dimethylbenzenamine.
Copper-catalyzed C-S bond-formation between 5-iodo-m-xylene and thiophenol.
As a starting material in the synthesis of biphenyl-3,3′,5,5′-tetracarboxylic acid.
Radical bromination of 5-iodo-m-xylene by N-bromosuccinimide to form 1,3-bis(bromomethyl)-5-iodobenzene.