19393-94-3

Usage

Uses

Used in Pharmaceutical Industry:
1,3-Dibromo-4-iodobenzene is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
1,3-DIBROMO-4-IODOBENZENE serves as a building block in the production of agrochemicals, aiding in the development of effective pesticides and other agricultural chemicals.
Used in Organic Synthesis:
1,3-Dibromo-4-iodobenzene is used as a versatile intermediate in organic synthesis, enabling the creation of a wide range of organic compounds for various applications.
Used in Materials Science:
1,3-Dibromo-4-iodobenzene is utilized in the research and development of advanced materials, such as organic semiconductors and liquid crystals, due to its unique properties and potential applications in these fields.

InChI:InChI=1/C6H3Br2I/c7-4-1-2-6(9)5(8)3-4/h1-3H

Upstream product

• 615-57-6 2,4-dibromo-aniline 
• 96843-23-1 1,5-dibromo-2,4-diiodobenzene 
• 108-36-1 1,3-dibromobenzene 

Downstream Products

• 611-00-7 2,4-dibromobenzoic acid 
• 1207097-76-4 C₃₄H₂₁N 
• 1227076-86-9 2-(2,4-dibromophenyl)pyridine 
• 1611489-14-5 2-(p-tolyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 1611489-16-7 2-(m-tolyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 1611489-18-9 2-(o-tolyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 1611489-21-4 2-(4-ethylphenyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 1611489-22-5 2-(3-methoxyphenyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 1611489-23-6 2-(4-methoxyphenyl)benzo[d]benzo[4,5]imidazo[2,1-b]thiazole 
• 53592-10-2 2,4-dibromo-1,1'-biphenyl 
• 35162-01-7 6-hydroxy-2,2′,3,4,4′-pentabromodiphenyl ether 
• 38926-88-4 1,2,3-tribromo-4-(2,4-dibromophenoxy)-5-methoxybenzene 

Relevant academic research and scientific papers

A NEW SYNTHESIS OF PARA-TERPHENYLS

A new, one-step synthesis of para-terphenyls from aryl Grignards and 1,4-dibromo-2,5-diiodobenzene 1 as a di-aryne equivalent is described.

Isolation and Total Synthesis of Bromoiesol sulfates, Antitrypanosomal arylethers from a Salileptolyngbya sp. Marine Cyanobacterium

Bromoiesol sulfates A (1) and B (2), new polyhalogenated aryl sulfates, were isolated from a Salileptolyngbya sp. marine cyanobacterium along with their hydrolyzed compounds, bromoiesols A (3) and B (4). To pick up the candidates of their structures, we u

Precise Monoselective Aromatic C-H Bond Activation by Chemisorption of Meta-Aryne on a Metal Surface

Aromatic C-H bond activation has attracted much attention due to its versatile applications in the synthesis of aryl-containing chemicals. The major challenge lies in the minimization of the activation barrier and maximization of the regioselectivity. Here, we report the highly selective activation of the central aromatic C-H bond in meta-aryne species anchored to a copper surface, which catalyzes the C-H bond dissociation. Two prototype molecules, i.e., 4′,6′-dibromo-meta-terphenyl and 3′,5′-dibromo-ortho-terphenyl, have been employed to perform C-C coupling reactions on Cu(111). The chemical structures of the resulting products have been clarified by a combination of scanning tunneling microscopy and noncontact atomic force microscopy. Both methods demonstrate a remarkable weakening of the targeted C-H bond. Density functional theory calculations reveal that this efficient C-H activation stems from the extraordinary chemisorption of the meta-aryne on the Cu(111) surface, resulting in the close proximity of the targeted C-H group to the Cu(111) surface and the absence of planarity of the phenyl ring. These effects lead to a lowering of the C-H dissociation barrier from 1.80 to 1.12 eV, in agreement with the experimental data.

Zwitterionic Nickel(II) Catalyst for CO-Ethylene Alternating Copolymerization

A zwitterionic nickel(II) catalyst has been discovered to display an initial catalytic activity comparable to that of cationic palladium catalysts for alternating copolymerization of carbon monoxide and ethylene. This demonstrates the absence of a severe

Influence of halogen atoms on a homologous series of bis-cyclometalated iridium(III) complexes

A series of homologous bis-cyclometalated iridium(III) complexes Ir(2,4-di-X-phenyl-pyridine)2(picolinate) (X = H, F, Cl, Br) HIrPic, FIrPic, ClIrPic, and BrIrPic has been synthesized and characterized by NMR, X-ray crystallography, UV-vis abso

INDENOPYRENE COMPOUND, ORGANIC THIN FILM SOLAR CELL MATERIAL USING THE SAME, AND ORGANIC THIN FILM SOLAR CELL

A specified indenopyrene compound containing a disubstituted amino group substituted with a group having a carbon number of from 1 to 40, which is a useful indenopyrene compound as an organic electronics material, and in particular, an indenopyrene compound which when used for organic thin film solar cells, displays a photoelectric conversion characteristic with high efficiency, is provided.

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles

(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.

N-halosuccinimide/BF3-H2O, efficient electrophilic halogenating systems for aromatics

N-Halosuccinimides (NXS, 1) are efficiently activated in trifluoromethanesulfonic acid and BF3-H2O, allowing the halogenations of deactivated aromatics. Because BF3-H2O is more economic, easy to prepare, nonoxidizing, and offers sufficiently high acidity (-H0 ≈ 12, only slightly lower than that of trifluoromethanesulfonic acid), an efficient new electrophilic reagent combination of NXS/BF3-H2O has been developed. DFT calculations at the B3LYP/6-311++G**//B3LYP/6-31G* level suggest that protonated N-halosuccinimides undergo further protosolvation at higher acidities to reactive superelectrophilic species capable either in the transfer of X+ from the protonated forms of NXS to the aromatic substrate or in forming a highly reactive and solvated X+ which would readily react with the aromatic substrates. Structural aspects of the BF 3-H2O complex have also been investigated.

Palladium-Catalyzed Coupling of Aryl Halides with (Trimethylstannyl)diphenylphosphine and (Trimethylsilyl)diphenylphosphine

The palladium-catalyzed reaction of aryl halides with either (trimethylsilyl)diphenylphosphine or (trimethylstannyl)diphenylphosphine gives aryldiphenylphosphines in good yields, under relatively mild conditions (50-70 deg C, benzene).The reaction tolerates a number of functional groups including methyl ethers, esters, ketones, nitriles, anilides, and certain halogens.The nitro and aldehyde groups as well as compounds containing groups such as amino and hydroxyl are not tolerated.