5-Iodo-m-xylene, 97%
5-Iodo-m-xylene, 97%
5-Iodo-m-xylene, 97%
5-Iodo-m-xylene, 97%
Thermo Scientific Chemicals

5-Iodo-m-xylene, 97%

CAS: 22445-41-6 | C8H9I | 232.06 g/mol
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Catalog number A18413.18
also known as A18413-18
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Chemical Identifiers
CAS22445-41-6
IUPAC Name1-iodo-3,5-dimethylbenzene
Molecular FormulaC8H9I
InChI KeyZLMKEENUYIUKKC-UHFFFAOYSA-N
SMILESCC1=CC(I)=CC(C)=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear, colorless to yellow or orange
FormLiquid
Assay (GC)>96.0%
Refractive Index1.5930-1.5970 @ 20?C
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Sparingly soluble (0.014 g/L) (25°C), Calc.

Notes
Light Sensitive. Store away from oxidizing agents and light. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.
RUO – Research Use Only

General References:

  1. M H Ali.; S L Buchwald. An improved method for the palladium-catalyzed amination of aryl iodides. Org Chem.2001,66(8), 2560-2565.
  2. Anouk S Lubbe, et. al. Control of rotor function in light-driven molecular motors.J. Org Chem.2011,76(21), 8599-8610.