p-Terphenyl

Base Information

• Chemical Name: p-Terphenyl
• CAS No.: 92-94-4
• Deprecated CAS: 75831-65-1,94363-13-0,39453-47-9,94363-13-0
• Molecular Formula: C18H14
• Molecular Weight: 230.309
• Hs Code.: 29029090
• European Community (EC) Number: 202-205-2
• NSC Number: 6810
• UNII: GWP218ZY6F
• DSSTox Substance ID: DTXSID6029121
• Nikkaji Number: J3.935G
• Wikidata: Q20965188
• Metabolomics Workbench ID: 58170
• ChEMBL ID: CHEMBL491582
• Mol file: 92-94-4.mol

Synonyms:p-Terphenyl;92-94-4;1,4-Diphenylbenzene;1,1':4',1''-TERPHENYL;p-Diphenylbenzene;p-Triphenyl;4-Phenylbiphenyl;4-Phenyldiphenyl;para-terphenyl;Biphenyl, 4-phenyl-;Terphenyls;Pyrogallol tannin;Tannin from pyrogallol;1,1'-Biphenyl, 4-phenyl-;NSC 6810;PTP;CCRIS 1657;HSDB 5280;EINECS 202-205-2;UNII-GWP218ZY6F;GWP218ZY6F;AI3-00847;CHEMBL491582;DTXSID6029121;CHEBI:52242;NSC-6810;p-Terphenyl suitable for scintillation;triphenyl-;Terphenyl;p-;[1,1';4',1'']Terphenyl;1,4-terphenyl;PPP (scintillator);MFCD00003061;TANNIN PYROGALLOL;TERPHENYL, P-;P-PHENYLENE TRIMER;WLN: RR DR;4-phenyl-1,1'-biphenyl;1,1':4',1"-Terphenyl;DTXCID907888;p-Terphenyl, analytical standard;NSC6810;Tox21_202759;BDBM50260180;p-Terphenyl, >=99.5% (HPLC);STL069547;p-Terphenyl (purified by sublimation);AKOS005111366;1,1'':4'',1''''-Terphenyl;CS-W014689;CAS-92-94-4;NCGC00164113-01;NCGC00260306-01;AC-18695;AS-12803;LS-136482;LS-148784;FT-0659947;T0020;T3263;EN300-21317;D92686;T-3203;A844395;AB-131/40897106;W-100265;Q20965188;F0486-1779;Z104495322;p-Terphenyl, suitable for scintillation, >=98.5% (HPLC)

Chemical Property of p-Terphenyl

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 212-213 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 400 °C at 760 mmHg
• Flash Point: 188.1 °C
• PSA: 0.00000
• Density: 1.043 g/cm³
• LogP: 5.02060
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: practically insoluble
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 230.109550447
• Heavy Atom Count: 18
• Complexity: 198

Purity/Quality:

99.5% ^*data from raw suppliers

Protein Tyrosine Phosphatase Assay Kit, RRLIEDAE-pY-AARG, BioAssay? ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-37/38-36-50/53
• Safety Statements: 26-37-61-60

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Terphenyls
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3
• Description: p-Terphenyl(PTP) is an aromatic hydrocarbon isomer, formed by three benzene rings in ortho position. Pure terphenyl is a white crystalline solid, insoluble in water. Though polychlorinated terphenyls were used as heat storage and transfer agents, p-terphenyl is currently under investigation as a material to be used in opto-electronic devices, such as organic LED devices (OLEDs) and currently used in laser dyes and sunscreen lotions. In particle physics it has been used as a wavelength shifter, exploiting its sensitivity to VUV radiation, to read out scintillation light from liquid Xenon. Pterphenyl has also been used as a doping component for liquid scintillators.So far, p-terphenyl has not been used as main component of particle detectors due to its short Light Attenuation Length. As a matter of fact this property could be exploited when detecting low-energy charged particles in small areas, providing both energy and position measurement.
• Uses: p-Terphenyl is a specialty material, and may be used in ionized radiation detectors, nonpolar laser dye, and single molecule optical probe of scanning near-field microscopy.

Technology Process of p-Terphenyl

There total 458 articles about p-Terphenyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

para-diiodobenzene (624-38-4,1032416-46-8) + phenylboronic acid (98-80-6) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With potassium carbonate; In ethanol; water; at 80 ℃; for 2h;

DOI:10.1039/d1ra03356e

Reference yield: 100.0%

para-dichlorobenzene (106-46-7,84348-21-0) + phenylboronic acid (98-80-6) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN³)phenyl-κC]palladium(II); In ethanol; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1021/om5004336

Reference yield: 100.0%

4-bromo-1,1'-biphenyl (92-66-0) + phenylboronic acid (98-80-6) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With potassium phosphate; naphthidine di(radical cation)s-stabilized Pd nanoparticles; In 1,4-dioxane; at 80 ℃; for 5h;

DOI:10.1016/j.tet.2007.10.091

upstream raw materials:

piperidine

diethyl ether

phenyllithium

4'-biphenyl chloride

Downstream raw materials:

1-terphenyl-4-yl-3-phenylbenzene

4'-biphenyl-4-yl-2-methyl-benzophenone

4,4''-Di-o-toluoyl-p-terphenyl

1,3-diphenylbenzene

Refernces

• 1、 Hapiot,Lyskawa,Bricout,Tilloy,Monflier. "Cyclodextrins or calixarenes: What is the best mass transfer promoter for Suzuki cross-coupling reactions in water?". . p. 83 - 89. Retrieved 2004.
• 2、 Zim,Monteiro,Dupont. "PdCl2(SEt2)2 and Pd(OAc)2: Simple and efficient catalyst precursors for the Suzuki cross-coupling reaction". . p. 8199 - 8202. Retrieved 2000.
• 3、 Kharasch et al.. "". . p. 418. Retrieved 1966.
• 4、 Mukai et al.. "". . p. 3581. Retrieved 1967.
• 5、 Albano, Gianluigi,Farinola, Gianluca M.,Giannini, Cinzia,Musio, Roberta,Omenetto, Fiorenzo G.,Rizzo, Giorgio,Sibillano, Teresa. "Silk?Fibroin-Supported Palladium Catalyst for Suzuki-Miyaura and Ullmann Coupling Reactions of Aryl Chlorides". . . Retrieved 2022/02/03.
• 6、 Elias, Emily K.,Neufeldt, Sharon R.,Rehbein, Steven M.. "Solvent coordination to palladium can invert the selectivity of oxidative addition". . p. 1618 - 1628. Retrieved 2022/02/21.