92-06-8

Basic information

• Product Name: 1,3-Diphenylbenzene
• Synonyms: 1,1':3',1 -Terphenyl;1,1':3',1''-Terphenyl;1,1’:3’,1’’-biphenyl;1,1’:3’,1’’-Terphenyl;1,1'-Biphenyl, 3-phenyl-;1,3-Terphenyl;3-phenyl-1,1’-biphenyl;3-phenyl-1’-biphenyl
• CAS NO: 92-06-8
• Molecular Formula: C₁₈H₁₄
• Molecular Weight: 230.3
• EINECS: 202-122-1
• Product Categories: Color Former & Related Compounds;Functional Materials;Sensitizer;Arenes;Building Blocks;Chemical Synthesis;Organic Building Blocks;raw material in synthesis
• Mol File: 92-06-8.mol
• Article Data: 150

Chemical Properties

• Melting Point: 84-88 °C(lit.)
• Boiling Point: 379 °C(lit.)
• Flash Point: 191°C
• Appearance: Yellow solid
• Density: 1,2 g/cm3
• Refractive Index: 1.5681 (estimate)
• Water Solubility: 1.511mg/L(25 oC)
• BRN: 1864778
• CAS DataBase Reference: 1,3-Diphenylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Diphenylbenzene(92-06-8)
• EPA Substance Registry System: 1,3-Diphenylbenzene(92-06-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-50/53-50
• Safety Statements: 26-36-61-60
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: WZ6470000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 92-06-8(Hazardous Substances Data)

Usage

Chemical Properties

Needles.

Uses

m-Terphenyl is a polychlorinated terphenyl used in electronic equipments, lubricants, sealants and other devices. It is also found as a global environmental contaminant.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 3162, 1986 DOI: 10.1021/jo00366a016

General Description

Yellow solid. Mp 86-87°C; bp: 365°C. Density: 1.195 g cm-3. Insoluble in water. Usually shipped as a solid mixture with its isomers o-terphenyl and p-terphenyl that is used as a heat-transfer fluid.

Reactivity Profile

1,3-Diphenylbenzene is non-flammable but combustible (flash point 403°F). Extremely stable thermally. Incompatible with strong oxidizing agents but not very reactive at room conditions.

Hazard

Moderately toxic by ingestion. Combustible. Eye and upper respiratory tract irritant.

Purification Methods

Purify it as for o-terphenyl above. [Beilstein 5 IV 2480.]

InChI:InChI=1/C18H14/c1-3-8-15(9-4-1)17-12-7-13-18(14-17)16-10-5-2-6-11-16/h1-14H

Upstream product

• 110-89-4 piperidine 
• 60-29-7 diethyl ether 
• 591-51-5 phenyllithium 
• 2051-62-9 4'-biphenyl chloride 
• 55698-06-1 m-chlorophenyl isopropyl sulfide 
• 20442-79-9 3-iodo-1,1'-biphenyl 
• 39655-06-6 2-iodo-1,1':3',1''-terphenyl 
• 108-36-1 1,3-dibromobenzene 
• 71-43-2 benzene 
• 62347-12-0 2,6-dichlorophenyllithium 
• 100-58-3 phenylmagnesium bromide 
• 66107-31-1 3-bromophenyl trifluoromethanesulfonate 
• 108-86-1 bromobenzene 
• 65844-89-5 1,3-bis-(trimethylstannyl)benzene 

Downstream Products

• 15295-65-5 [2,4-bis(phenyl)phenyl]phenylmethanone 
• 6007-94-9 4-biphenyl-3-yl-benzophenone 
• 34177-25-8 4-iodo-[1,1':3',1]terphenyl 
• 87666-86-2 5′-iodo-1,1:3′,1″-terphenyl 
• 165681-32-3 η-m-terphenyl-η-cyclopentadienyliron(II) hexafluorophosphate 
• 165681-32-3 η-m-terphenyl-η-cyclopentadienyliron(II) hexafluorophosphate 
• 60706-24-3 [Zn(mthd)₂(bpy)] 
• 133476-13-8 benzothieno<2,3-b>dibenzothiophene-3,9-disulfonic acid 5,5,7,7-tetraoxide 
• 60631-83-6 4’-Bromo-[1,1’:3’,1”]terphenyl 
• 1706-50-9 perhydro-meta-terphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 82777-09-1 2′-iodo-1,1′:3′,1″-terphenyl 
• 1065663-41-3 N-phenyl-[1,1′,3′,1″-terphenyl]-5′-amine 
• 7097-63-4 2,4-diphenylacetophenone 

Relevant articles and documents

Single electron transfer reductive cleavage of the aryl-nitrogen bond in phenyl-substituted dimethylanilines

By treatment with Li metal in THF at room temperature the three isomeric N,N-dimethylaminobiphenyls and N,N-dimethyl-2,6-diphenylaniline underwent 100% regioselective reductive cleavage of the aryl-N bond, affording biphenyl and meta-terphenyl, respectively, in various yields.

Nickel(II) benzimidazolin-2-ylidene complexes with thioether-functionalized side chains as catalysts for Suzuki-Miyaura cross-coupling

Four bis(benzimidazolin-2-ylidene) nickel(II) complexes featuring thioether moieties in the side chain have been synthesized by reactions of the respective benzimidazolium salts with nickel(II) acetate in molten tetrabutylammonium bromide as an ionic liqu

Tris-NHC-propagated self-supported polymer-based Pd catalysts for heterogeneous C-H functionalization

Three-dimensionally propagated imidazolium-containing mesoporous coordination polymer and organic polymer-based platforms were successfully exploited to develop single-site heterogenized Pd-NHC catalysts for oxidative arene/heteroarene C-H functionalization reactions. The catalysts were efficient in directed arene halogenation, and nondirected arene and heteroarene arylation reactions. High catalytic activity, excellent heterogeneity and recyclability were offered by these systems making them promising candidates in the area of heterogeneous C-H functionalization, where efficient catalysts are still scarce.

Buchwald ligand-assisted Suzuki cross-coupling of polychlorobenzenes

Screening of four Buchwald ligands for the cross-coupling of isomeric di-, tri- and tetrachlorobenzenes with arylboronic acids revealed that good yields of exhaustive substitution can be best provided by 2-dicyclohexylphosphino-2′-(dimethylamino) biphenyl (DavePHOS).