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392510 Aldrich

1-Iodo-3,5-dimethylbenzene

99%

Synonym: 5-Iodo-m-xylene

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Properties

Related Categories Aryl, Building Blocks, C8, Chemical Synthesis, Halogenated Hydrocarbons,
InChI Key   ZLMKEENUYIUKKC-UHFFFAOYSA-N
assay   99%
refractive index   n20/D 1.594(lit.)
bp   92-94 °C/3 mmHg(lit.)
density   1.608 g/mL at 25 °C(lit.)

Description

Packaging

5, 25 mL in glass bottle

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.

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 CuFe2O4 nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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