4-Bromo-2-(chloromethyl)-1-iodobenzene

Basic Information

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CAS Number

1261817-10-0

Molecular Formula

C7H5BrClI

Molecular Weight

331.38 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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c1cc(c(cc1Br)CCl)I

InChI

InChI=1S/C7H5BrClI/c8-6-1-2-7(10)5(3-6)4-9/h1-3H,4H2

InChIKey

OVMPAVCSOVHNOB-UHFFFAOYSA-N

LogP

3.7925000000000013

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

110

Synonyms & References

English

2-Iodo-5-BroMobenzyl chloride
4-bromo-2-(chloromethyl)-1-iodobenzene
5-Bromo-2-iodobenzyl chloride
OVMPAVCSOVHNOB-UHFFFAOYSA-N
Benzene, 4-bromo-2-(chloromethyl)-1-iodo-

MDL Number

MFCD18391683

FAQ

What are the physical and chemical properties of 4-Bromo-2-(chloromethyl)-1-iodobenzene (CAS: 1261817-10-0)?

4-Bromo-2-(chloromethyl)-1-iodobenzene is a crystalline solid with a molecular weight of approximately 323.1 g/mol. It has a low solubility in water but is more soluble in organic solvents such as dichloromethane and acetonitrile. The compound is highly reactive, especially towards nucleophiles due to its electrophilic chloromethyl and bromo substituents and the bulky iodine group, which can affect reactivity and selectivity in various chemical reactions.

How is 4-Bromo-2-(chloromethyl)-1-iodobenzene (CAS: 1261817-10-0) typically synthesized?

4-Bromo-2-(chloromethyl)-1-iodobenzene is typically synthesized through a series of alkylation and substitution reactions. A common method involves first preparing the chloromethylated benzene derivative, followed by bromination and iodination steps. Catalysts such as Pd(0) complexes and bases like cesium carbonate are often used to enhance the reaction selectivity and yield. The overall process requires precise control of reaction conditions to achieve the desired product.

What industries use 4-Bromo-2-(chloromethyl)-1-iodobenzene (CAS: 1261817-10-0)?

4-Bromo-2-(chloromethyl)-1-iodobenzene is used in various industries for its unique chemical properties. It is particularly valuable in pharmaceuticals for the synthesis of intermediates and active pharmaceutical ingredients. In the polymer industry, it serves as a monomer or structural unit in the development of advanced materials. Additionally, it finds applications in the production of sensors and semiconductors due to its reactive functional groups and potential for electronic properties.

What precautions should be taken when handling 4-Bromo-2-(chloromethyl)-1-iodobenzene (CAS: 1261817-10-0)?

When handling 4-Bromo-2-(chloromethyl)-1-iodobenzene, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and ignition sources. Avoid inhalation and contact with skin or eyes. In case of a spill, neutralize the area with water and use appropriate absorbents. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.