31928-47-9

Usage

Uses

Used in Organic Synthesis:
4-Bromo-2-chloro-1-iodobenzene is used as an intermediate in organic synthesis for the production of various chemical compounds. Its unique structure with multiple halogen substitutions allows for a range of reactions and transformations, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Bromo-2-chloro-1-iodobenzene is used as a key intermediate in the synthesis of certain drugs. Its specific functional groups and structural features enable the development of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Agrochemical Industry:
4-Bromo-2-chloro-1-iodobenzene is also utilized in the agrochemical industry for the synthesis of various pesticides and other crop protection agents. Its unique properties and reactivity contribute to the development of innovative products that can help improve crop yield and protect against pests and diseases.
Used in Chemical Research:
In addition to its applications in the pharmaceutical and agrochemical industries, 4-Bromo-2-chloro-1-iodobenzene is also used in chemical research for the study of reaction mechanisms, the development of new synthetic methods, and the exploration of novel chemical compounds with potential applications in various fields.

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

Upstream product

• 38762-41-3 2-chloro-4-bromoaniline 

Downstream Products

• 608131-01-7 4-bromo-2-chloro-1-hex-1-ynyl-benzene 
• 740815-23-0 (4-bromo-2-chlorophenyl)(2-methylphenyl)methanol 
• 606144-02-9 methyl 5-[(4-bromo-2-chlorophenyl)amino]-4-fluoro-1-methyl-1H-benzimidazole-6-carboxylate 
• 918321-22-9 6-(4-bromo-2-chlorophenylamino)-7-fluoro-3-methyl-3H-benzoimidazole-5-carboxylic acid Na salt 
• 1046861-20-4 (4-bromo-2-chlorophenyl)boronic acid 
• 1159186-47-6 4-{3-[(4-bromo-2-chlorophenyl)thio]phenyl}tetrahydro-2H-pyran-4-carboxamide 
• 890053-09-5 (4-Bromo-2-chloro-phenyl)-(2-methyl-5-nitro-phenyl)-methanone 
• 1056187-94-0 (4-Bromo-2-chloro-phenyl)-(2-chloro-5-nitro-phenyl)-methanone 
• 108-37-2 1-bromo-3-chlorobenzene 

Relevant academic research and scientific papers

Discovery of 5-(2-chloro-4′-(1H-imidazol-1-yl)-[1,1′-biphenyl]-4-yl)-1H-tetrazole as potent and orally efficacious S-nitrosoglutathione reductase (GSNOR) inhibitors for the potential treatment of COPD

Endogenous nitrosothiols (SNOs) including S-nitrosoglutathione (GSNO) serve as reservoir for bioavailable nitric oxide (NO) and mediate NO-based signaling, inflammatory status and smooth muscle function in the lung. GSNOR inhibition increases pulmonary GS

Modular synthesis of phenanthro[9,10-c]thiophenes by a sequence of C-H activation, suzuki cross-coupling and photocyclization reactions

A total number of 15 different 3,4-diarylthiophenes were synthesized, which bear a chlorine atom in ortho-position of one of the aryl substituents. One aryl group was introduced by an oxidative cross-coupling reaction, involving a C-H activation at C4(3) of the thiophene core. The other aryl group was in most cases introduced by a Suzuki cross-coupling reaction, which succeeded the oxidative cross-coupling step. Photocyclization reactions of the 3,4-diarylthiophenes were performed in a solvent mixture of benzene and acetonitrile (50:50 v/v) at λ=254 nm and proceeded to the title compounds in yields of 60-82%. The selectivity of the photocyclization was determined at the ortho-chloro-substituted aryl ring by the position of the chlorine substituent. At the other ring, a single regioisomer was observed for phenyl and para-substituted phenyl groups. For 2-naphthyl and ortho-substituted phenyl rings a clear preference was observed in favor of a major regioisomer, while meta-substitution in the phenyl ring led to a about 1:1 mixture of 5- and 7-substituted phenanthro[9,10-c]thiophenes. Mechanistically, the photocyclization is likely to occur as a photochemically allowed, conrotatory [(4n+2)π] process accompanied by elimination of HCl. It was shown for two phenanthro[9,10-c]thiophene products that they can be readily brominated in positions C1 and C3 (74-77%), which in turn allows for further functionalization at these positions, for example, in the course of halogen-metal exchange and polymerization reactions. Three C-C bond formation reactions are successively coupled in a convergent synthesis of phenanthro[9,10-c]thiophenes A. The key reaction is an unprecedented photocyclization of precursors B, which proceeds cleanly at λ=254 nm (60-82% yield). Diarylthiophenes B are conveniently assembled employing a sequence of oxidative and regular Suzuki cross-coupling reactions.