2,2'-Dibromo-4,4'-diiodobiphenyl

Basic Information

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CAS Number

852138-93-3

Molecular Formula

C12H6Br2I2

Molecular Weight

563.8 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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c1cc(c(cc1I)Br)c2ccc(cc2Br)I

InChI

InChI=1S/C12H6Br2I2/c13-11-5-7(15)1-3-9(11)10-4-2-8(16)6-12(10)14/h1-6H

InChIKey

MJZNAWMPPSJRJX-UHFFFAOYSA-N

LogP

6.087800000000001

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

213

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

2,2'-Dibromo-4,4'-diiodo-1,1'-biphenyl
2-bromo-1-(2-bromo-4-iodophenyl)-4-iodobenzene
1,1'-Biphenyl,2,2'-dibromo-4,4'-diiodo
AK142543
AX8282362
2,2-DIBROMO-4,4-DIIODO-1,1-BIPHENYL

MDL Number

MFCD27923072

FAQ

What are the physical and chemical properties of 2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3)?

2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3) is a crystalline solid with a molecular weight of approximately 664.07 g/mol. It is poorly soluble in water but soluble in common organic solvents like dichloromethane and acetone. Chemically, it is highly reactive due to the presence of bromine and iodine functionalities, making it susceptible to various substitution reactions.

How is 2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3) typically synthesized?

2,2'-Dibromo-4,4'-diiodobiphenyl is typically synthesized through the bromination and subsequent iodination of biphenyl using appropriate reagents. The reaction is usually carried out in the presence of a Lewis acid catalyst like aluminum bromide or iron(III) chloride to facilitate the electrophilic aromatic substitution reactions. The yield is generally moderate to high, depending on the reaction conditions.

What industries use 2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3)?

2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3) is used in the pharmaceutical industry for the synthesis of certain dyes and photovoltaic materials. It also finds applications in the semiconductor industry for doping materials and in the polymer industry as a precursor for functional polymers. Additionally, it is utilized in the development of sensors due to its unique photochemical properties.

What precautions should be taken when handling 2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3)?

When handling 2,2'-Dibromo-4,4'-diiodobiphenyl (CAS: 852138-93-3), it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up with caution, and the area should be thoroughly decontaminated. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.