31928-44-6

Basic information

• Product Name: 2-BROMO-4-CHLORO-1-IODOBENZENE
• Synonyms: 2-BROMO-4-CHLORO-1-IODOBENZENE;1-Iodo-2-bromo-4-chlorobenzene;2-Bromo-1-iodo-4-chlorobenzene
• CAS NO: 31928-44-6
• Molecular Formula: C₆H₃BrClI
• Molecular Weight: 317.35
• EINECS: 1806241-263-5
• Product Categories: Bromine Compounds;Chlorine Compounds;Iodine Compounds
• Mol File: 31928-44-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 32-35℃
• Boiling Point: 279℃
• Flash Point: 123℃
• Appearance: /
• Density: 2.272
• Vapor Pressure: 0.00701mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: Room temperature.
• Solubility: soluble in Methanol
• Sensitive: Light Sensitive
• CAS DataBase Reference: 2-BROMO-4-CHLORO-1-IODOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-CHLORO-1-IODOBENZENE(31928-44-6)
• EPA Substance Registry System: 2-BROMO-4-CHLORO-1-IODOBENZENE(31928-44-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37
• Hazardous Substances Data: 31928-44-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-chloro-1-iodobenzene is a chemical compound with the molecular formula C6H3BrClI. It is a halogenated benzene derivative that is primarily used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is a highly reactive compound that is capable of undergoing various chemical reactions, including substitution and coupling reactions. Due to its unique structure and reactivity, 2-Bromo-4-chloro-1-iodobenzene is a valuable intermediate in organic synthesis and is often employed in the production of fine chemicals and advanced materials. However, it is important to handle this compound with care, as it is considered hazardous and potentially toxic.

InChI:InChI=1/C6H3BrClI/c7-5-3-4(8)1-2-6(5)9/h1-3H

Upstream product

• 873-38-1 4-chloro-2-bromoaniline 
• 106-47-8 4-chloro-aniline 
• 637-87-6 1-Chloro-4-iodobenzene 
• 1232693-03-6 2-((4-chlorophenyl)diisopropylsilyl)pyridine 
• 1260425-79-3 C₁₇H₂₁BrClNSi 

Downstream Products

• 103649-27-0 (2-bromo-4-chlorophenyl)-(2-bromophenyl)amine 
• 71041-20-8 2-chloro-10-phenylphenoxazine 

Relevant articles and documents

Antimicrobial and KPC/AmpC inhibitory activity of functionalized benzosiloxaboroles

A series of 22 benzosiloxaboroles, silicon analogues of strong antimicrobial agents - benzoxaboroles, have been synthesized and tested against β-lactamases KPC- and pAmpC-producing strains of Gram-negative rods. Comprehensive structural-property relationship studies supported by molecular modelling as well as biological studies reveal that 6-B(OH)2-substituted derivative 27 strongly inhibits the activity of cephalosporinases (chromosomally encoded AmpC and plasmid encoded CMY-2) and KPC carbapenemases. It also shows strong ability to inhibit growth of the strains producing KPC-3 when combined with meropenem. In addition, halogen-substituted (mono-, di- or tetra-) benzosiloxaboroles demonstrate high antifungal activity (MIC 1.56–6.25 mg/L) against C. tropicalis, C. guilliermondii and S. cerevisiae. The highest activity against pathogenic yeasts (C. albicans, C. krusei and C. parapsilosis - MICs 12.5 mg/L) and against Gram-positive cocci (S. aureus and E. faecalis - 6.25 mg/L and 25 mg/L respectively) was displayed by 6,7-dichloro-substituted benzosiloxaborole. The studied systems exhibit low cytotoxity toward human lung fibroblasts.

Pyridine-promoted dediazoniation of aryldiazonium tetrafluoroborates: Application to the synthesis of SF5-substituted phenylboronic esters and iodobenzenes

Pyridine promotes dediazoniation of aryldiazonium tetrafluoroborates. The formed aryl radicals were trapped with B2pin2, iodine, or tetrahydrofuran to afford boronic esters, iodobenzenes and benzenes, respectively. The application to the synthesis of (pentafluorosulfanyl) phenylboronic esters, iodo(pentafluorosulfanyl)benzenes and (pentafluorosulfanyl)benzene is shown.

Structurally Diverse π-Extended Conjugated Polycarbo- and Heterocycles through Pd-Catalyzed Autotandem Cascades

The Pd-catalyzed reaction between 2,2′-dibromobiphenyls and related systems with tosylhydrazones gives rise to new π-extended conjugated polycarbo- and heterocycles through an autotandem process involving a cross-coupling reaction followed by an intramolecular Heck cyclization. The reaction shows wide scope regarding both coupling partners. Cyclic and acyclic tosylhydrazones can participate in the process. Additionally, a variety of aromatic and heteroaromatic dibromoderivatives have been employed, leading to an array of diverse scaffolds featuring a fluorene or acridine central nucleus, and containing binaphthyl, thiophene, benzothiophene and indole moieties. The application to appropriate tetrabrominated systems led to greater structural complexity through two consecutive autotandem cascades. The photophysical properties of selected compounds were studied through their absorption and emission spectra. Fluorescence molecules featuring very high quantum yields were identified, showing the potential of this methodology in the development of molecules with interesting optoelectronic properties.