3,3'-Dibromobiphenyl

Basic Information

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CAS Number

16400-51-4

Molecular Formula

C12H8Br2

Molecular Weight

312 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

338.6℃ at 760 mmHg

SMILES

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C1=CC(=CC(=C1)Br)C2=CC(=CC=C2)Br

InChI

InChI=1S/C12H8Br2/c13-11-5-1-3-9(7-11)10-4-2-6-12(14)8-10/h1-8H

InChIKey

LPLLWKZDMKTEMV-UHFFFAOYSA-N

LogP

4.878600000000001

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

161

Synonyms & References

English

PBB 11
SCHEMBL312091
16400-51-4
3,3'-dibromobiphenyl
DTXSID50167692
4N7BB4740Z
DS-2171
1,1'-Biphenyl, 3,3'-dibromo-
3,3 inverted exclamation mark -Dibromobiphenyl
A851657
SY038334
3,3'-Dibromodiphenyl
LPLLWKZDMKTEMV-UHFFFAOYSA-N
AMY18568
AKOS015995557
Q27260241
1-bromo-3-(3-bromophenyl)benzene
UNII-4N7BB4740Z
MFCD20926788
CS-W021787
1-Bromo-3-(3-Bromophenyl)Benzene;3,3'-Dibromobiphenyl
3,3'-Dibromo-1,1'-biphenyl
CK2348
NS00123260
3,3'-Dibromobiphenyl
3,3'-DIBROMO-BIPHENYL
m,m'-Dibromobiphenyl
3,3'-DBB
Biphenyl, 3,3'-dibromo-
1,1'-Biphenyl,3,3'-dibroMo-
3,3\\'-Dibromo-1,1\\'-biphenyl

MDL Number

MFCD20926788

Customs Code

2903999010

FAQ

What are the physical and chemical properties of 3,3'-Dibromobiphenyl (CAS: 16400-51-4)?

3,3'-Dibromobiphenyl (CAS: 16400-51-4) is a crystalline solid with a high melting point of around 288°C. It has a molecular weight of approximately 318.07 g/mol. The compound is slightly soluble in common organic solvents such as ethanol and acetone but is generally insoluble in water. Chemically, it is less reactive than bromobenzene but can undergo reactions such as electrophilic aromatic substitution, making it useful in organic synthesis.

How is 3,3'-Dibromobiphenyl (CAS: 16400-51-4) typically synthesized?

3,3'-Dibromobiphenyl can be synthesized through the bromination of biphenyl using bromine and a Lewis acid catalyst such as aluminum bromide. The reaction typically proceeds with high selectivity and moderate yield. The biphenyl is dissolved in a solvent like benzene or toluene, and the bromination step is carried out at a temperature of around 100°C.

What industries use 3,3'-Dibromobiphenyl (CAS: 16400-51-4)?

3,3'-Dibromobiphenyl is primarily used in the pharmaceutical industry for the production of certain drugs and intermediates. It is also utilized in the synthesis of dyes and pigments. Additionally, it is employed in the polymer industry as a flame retardant additive and in the production of electronic materials such as sensors and semiconductor devices.

What precautions should be taken when handling 3,3'-Dibromobiphenyl (CAS: 16400-51-4)?

When handling 3,3'-Dibromobiphenyl, it is crucial to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risk. Spills should be cleaned up using absorbent materials, and the area should be rinsed with water. Always consult the Safety Data Sheet (SDS) for detailed information on handling and storage procedures.