92-06-8 Usage
Description
1,3-Diphenylbenzene, also known as m-Terphenyl, is a polychlorinated terphenyl compound that is characterized by its yellow solid appearance. It has a melting point of 86-87°C, a boiling point of 365°C, and a density of 1.195 g cm-3. 1,3-Diphenylbenzene is insoluble in water and is typically shipped as a solid mixture with its isomers o-terphenyl and p-terphenyl, which are used as a heat-transfer fluid. 1,3-Diphenylbenzene is also found as a global environmental contaminant.
Uses
Used in Electronic Equipment Industry:
1,3-Diphenylbenzene is used as a component in electronic equipment due to its chemical stability and heat-transfer properties.
Used in Lubricant Industry:
1,3-Diphenylbenzene is used as a lubricant in various applications, taking advantage of its heat-transfer capabilities and chemical properties.
Used in Sealant Industry:
1,3-Diphenylbenzene is used in sealants to provide a stable and durable seal, leveraging its chemical and physical properties.
Used in Other Devices:
1,3-Diphenylbenzene is also utilized in other devices that require its specific chemical and physical attributes, such as its heat-transfer properties and chemical stability.
Used as a Heat-Transfer Fluid:
1,3-Diphenylbenzene is used as a heat-transfer fluid in various industrial applications, including in the shipping of the solid mixture with its isomers o-terphenyl and p-terphenyl, due to its ability to efficiently transfer heat and its chemical properties.
Synthesis Reference(s)
The Journal of Organic Chemistry, 51, p. 3162, 1986 DOI: 10.1021/jo00366a016
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 92-06-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 92-06:
(4*9)+(3*2)+(2*0)+(1*6)=48
48 % 10 = 8
So 92-06-8 is a valid CAS Registry Number.
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
92-06-8Relevant articles and documents
Single electron transfer reductive cleavage of the aryl-nitrogen bond in phenyl-substituted dimethylanilines
Azzena,Dessanti,Melloni,Pisano
, p. 8291 - 8293 (1999)
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.
Olah,Meyer
, p. 3682 (1962)
Nickel(II) benzimidazolin-2-ylidene complexes with thioether-functionalized side chains as catalysts for Suzuki-Miyaura cross-coupling
Bernhammer, Jan C.,Huynh, Han Vinh
, p. 5845 - 5851 (2014)
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
Choudhury, Joyanta,Dutta, Tapas Kumar,Mandal, Tanmoy,Mohanty, Sunit
supporting information, p. 10182 - 10185 (2021/10/12)
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
Burukin, Alexander S.,Vasil'ev, Andrei A.,Zhdankina, Galina M.,Zlotin, Sergei G.
, p. 400 - 402 (2021/06/07)
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).
