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2,2'-Dibromobiphenyl

Catalog Number
ACM13029099-1
CAS Number
13029-09-9
Product Name
2,2'-Dibromobiphenyl
Structure
Category
Organic Light-Emitting Diode (OLED) Materials
Synonyms
2,2'-Dibromo-1,1'-Biphenyl
IUPAC Name
1-bromo-2-(2-bromophenyl)benzene
Molecular Weight
312
Molecular Formula
C12H8Br2
Canonical SMILES
C1=CC=C(C(=C1)C2=CC=CC=C2Br)Br
InChI
InChI=1S/C12H8Br2/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1-8H
InChI Key
DRKHIWKXLZCAKP-UHFFFAOYSA-N
Boiling Point
79 - 83 °C
Melting Point
332.9 ± 17.0 °C
Purity
95%+
Density
1.667 g/ml
Appearance
White crystalline powder
Application
2,2'-Dibromobiphenyl is a white crystalline powder that serves a specific purpose in chemical synthesis by acting as a precursor in the production of 5,5-dimethyl-5H-dibenzosilole. This process takes place at temperatures ranging from -78 to 20°C and requires the use of the reagent n-BuLi along with solvents such as diethyl ether and hexane. As a member of the polybrominated biphenyls (PBBs), which consist of biphenyl compounds with attached bromine atoms, 2,2'-Dibromobiphenyl has historical use as a flame retardant in various materials, including plastics for electronics and textiles, due to its ability to reduce flammability. Despite this, the use of PBBs, including 2,2'-Dibromobiphenyl, is limited or banned in many jurisdictions because of their environmental persistence and potential toxicity.
Complexity
161
Covalently-Bonded Unit Count
1
EC Number
625-732-3
Exact Mass
311.89723g/mol
Formal Charge
0
Heavy Atom Count
14
Monoisotopic Mass
309.89928g/mol
NSC Number
91566
Rotatable Bond Count
1
UNII
GSL06P6P2L
XLogP3
5.1
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