1-Iodo-3,5-dimethylbenzene

Synonym(s):5-Iodo-m-xylene

CAS NO.：22445-41-6
Empirical Formula: C8H9I
Molecular Weight: 232.06
MDL number: MFCD00060659
EINECS: 629-121-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-02 14:09:54

What is 1-Iodo-3,5-dimethylbenzene?

Chemical properties

clear light yellow liquid

The Uses of 1-Iodo-3,5-dimethylbenzene

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.

The Uses of 1-Iodo-3,5-dimethylbenzene

suzuki reaction

The Uses of 1-Iodo-3,5-dimethylbenzene

1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethyl aniline, an aryl amine, It is also 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. It is also employed 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 CuFe₂O₄nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.

Properties of 1-Iodo-3,5-dimethylbenzene

Melting point:	-2.9°C (estimate)
Boiling point:	92-94 °C3 mm Hg(lit.)
Density	1.608 g/mL at 25 °C(lit.)
refractive index	n20/D 1.594(lit.)
Flash point:	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Sparingly soluble (0.014 g/L) (25°C), Calc.
form	Liquid
color	Clear light yellow
Specific Gravity	1.608
Sensitive	Light Sensitive
BRN	2039353
CAS DataBase Reference	22445-41-6(CAS DataBase Reference)
NIST Chemistry Reference	Benzene, 1-iodo-3,5-dimethyl-(22445-41-6)

Safety information for 1-Iodo-3,5-dimethylbenzene

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.