39655-12-4

Basic information

• Product Name: 2-bromo-2'-Iodo-1,1'-Biphenyl
• Synonyms: 2-bromo-2'-Iodo-1,1'-Biphenyl;2-Bromo-2-iodobiphenyl
• CAS NO: 39655-12-4
• Molecular Formula: C₁₂H₈BrI
• Molecular Weight: 359
• Mol File: 39655-12-4.mol

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 365.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.860±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-bromo-2'-Iodo-1,1'-Biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-2'-Iodo-1,1'-Biphenyl(39655-12-4)
• EPA Substance Registry System: 2-bromo-2'-Iodo-1,1'-Biphenyl(39655-12-4)

Safety Data

• Hazardous Substances Data: 39655-12-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-bromo-2'-Iodo-1,1'-Biphenyl is used as a starting material for the preparation of various organic compounds. Its unique structure and reactivity make it a suitable candidate for the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-bromo-2'-Iodo-1,1'-Biphenyl is used as a building block for the synthesis of potential drug candidates. Its properties allow for the development of new pharmaceuticals with diverse therapeutic applications.
Used in Research and Development:
2-bromo-2'-Iodo-1,1'-Biphenyl is also utilized in research and development for the exploration of new pharmaceuticals and organic compounds. Its versatility and reactivity contribute to the advancement of organic chemistry and drug discovery.

Upstream product

• 54147-91-0 2’-bromo-[1,1’-biphenyl]-2-amine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 609-73-4 o-nitroiodobenzene 
• 35883-86-4 2-amino-2'-nitrobiphenyl 
• 17613-47-7 2-bromo-2′-nitro-1,1′-biphenyl 
• 178985-68-7 2-bromo-2'-trimethylsilylbiphenyl 

Downstream Products

• 486-25-9 9-fluorenone 
• 4269-17-4 4-bromo-9H-fluorene-9-one 

Relevant articles and documents

Electrochemical Synthesis of Aryl Iodides by Anodic Iododesilylation

An electrochemical access to iodinated aromatic compounds starting from trimethylsilyl-substituted arenes is presented. By design of experiments, highly efficient and mild conditions were identified for a wide range of substrates. A functional group stability test and the synthesis of an important 3-iodobenzylguanidine radiotracer illustrate the scope of this process.

Synthesis of ethoxy dibenzooxaphosphorin oxides through palladium-catalyzed C(sp2)-H activation/C-O formation

We report an efficient Pd-catalyzed C(sp2)-H activation/C-O bond formation for the synthesis of ethoxy dibenzooxaphosphorin oxides from 2-(aryl)arylphosphonic acid monoethyl esters under aerobic conditions.

A practical transition metal-free aryl-aryl coupling method: Arynes as key intermediates

Upon treatment of various aryllithium intermediates with 1,2-dibromobenzene or 1-bromo-2-iodobenzene, dissymmetrical ortho,ortho′-di-, tri-and even tetrasubstituted bromo- or iodobiaryls become readily available. The crucial steps in all these reactions were the nucleophilic addition of the organolithium precursor to a transient aryne species released from it by β-elimination of a lithium halide and, stabilization of the resulting 2-biaryllithium intermediate by in situ transfer of bromine or iodine from the starting material. This straightforward transition metal-free access to biaryls allows the preparation of highly valuable halobiaryls on a gram scale in excellent yields. These precursors can be subsequently functionalized by highly regioselective halogen/metal permutations into a vast variety of target molecules. This was demonstrated in the synthesis of several mono- and diphosphine ligands.

The "Aryne" route to biaryls featuring uncommon substituent patterns

1,2-Didehydroarenes ("arynes") mediate as extremely reactive, short-lived intermediates in selective aryl-aryl coupling processes to form biaryls with unprecedented substituent patterns (see scheme, X = H, F, Cl). Possible applications include the synthesis of novel ligands for asymmetric catalysis.