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B34656

Sigma-Aldrich

Biphenyl

ReagentPlus®, 99.5%

Synonym(s):

1,1′-Biphenyl, Diphenyl

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About This Item

Linear Formula:
C6H5C6H5
CAS Number:
92-52-4
Molecular Weight:
154.21
Beilstein:
1634058
EC Number:
202-163-5
MDL number:
MFCD00003054
UNSPSC Code:
12352100
PubChem Substance ID:
24891720
NACRES:
NA.21

vapor density

5.31 (vs air)

Quality Level

100

vapor pressure

9.46 mmHg ( 115 °C)

product line

ReagentPlus®

Assay

99.5%

form

flakes
powder or crystals

autoignition temp.

1004 °F

expl. lim.

0.6 %, 111 °F
5.8 %, 166 °F

bp

255 °C (lit.)

mp

68-70 °C (lit.)

SMILES string

c1ccc(cc1)-c2ccccc2

InChI

1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H

InChI key

ZUOUZKKEUPVFJK-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544) , ESR1(2099)

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General description

Biphenyl (BP) is a p-polyphenyl containing two phenyl rings with a non-planar conformation. Its synthesis from benzene by intermolecular direct C-H homocoupling in the presence of palladium-containing catalytic system has been described. Stereochemical studies of its structure have been reported. The nitration of BP using 95% nitric acid to form mononitrobiphenyl isomers has been investigated.

Application

  • Application of Sublimation in the Synthesis and Crystal Growth of Organosulfones: Utilizing sublimation techniques for the synthesis and growth of organosulfone crystals, this study demonstrates how biphenyl derivatives can be integrated into advanced material science applications (Refat et al., 2024).
  • Bicarbazole-Benzophenone Based Twisted Donor-Acceptor Derivatives: Research on bicarbazole-benzophenone derivatives highlights their role as potential blue thermally activated delayed fluorescence emitters for OLED applications, showcasing the utility of biphenyl frameworks in the development of electronic materials (Siddiqui et al., 2024).
  • Optimization of Gas Chromatography Methods for Organic Contaminants: A study details the optimization of a gas chromatography method coupled with Orbitrap mass spectrometry, emphasizing the detection of biphenyl-based organic contaminants in biological samples, crucial for environmental monitoring (Oró-Nolla et al., 2024).
  • Enhanced Solubility and Bioavailability of Antifungal Agents: This investigation presents how biphenyl structures can improve the solubility and bioavailability of clotrimazole, proposing enhanced antifungal treatments through the use of hydrophobized hyperbranched polyglycidol (Jaworska-Krych et al., 2024).
  • Bioremediation of Persistent Organic Pollutants: A systematic review discusses the use of microalgae-bacteria consortia for the bioremediation of biphenyl-containing persistent organic pollutants, providing a sustainable approach to environmental cleanup (Guo et al., 2024).

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315 - H319 - H335 - H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Zeolite-assisted nitration of biphenyl using nitric acid.
Tai Y, et al.
Research on Chemical Intermediates, 41(2), 867-872 (2015)
Highly Active Palladium-Based Catalyst System for the Aerobic Oxidative Direct Coupling of Benzene to Biphenyl.
Liu Y, et al.
ChemCatChem, 8(2), 448-454 (2016)
Elucidation of the Forces Governing the Stereochemistry of Biphenyl.
Jia J, et al.
European Journal of Organic Chemistry, 2013(3), 611-616 (2013)
Lujiang Xu et al.
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