p-Terphenyl

p-Terphenyl Chemical Properties
Melting point 212-213 °C(lit.)
Boiling point 389 °C(lit.)
density 1.23
vapor density 7.95 (vs air)
refractive index 1.5500 (estimate)
Fp 207 °C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated)
form Crystals or Crystalline Powder
color White to slightly beige
Water Solubility practically insoluble
λmax276nm(Cyclohexane)(lit.)
BRN 1908447
Exposure limitsNIOSH: IDLH 500 mg/m3; Ceiling 0.5 ppm(5 mg/m3)
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKeyXJKSTNDFUHDPQJ-UHFFFAOYSA-N
CAS DataBase Reference92-94-4(CAS DataBase Reference)
NIST Chemistry Referencep-Terphenyl(92-94-4)
EPA Substance Registry Systemp-Terphenyl (92-94-4)
Safety Information
Hazard Codes Xi,N
Risk Statements 36/37/38-37/38-36-50/53
Safety Statements 26-37-61-60
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS WZ6475000
TSCA Yes
HS Code 29029090
Hazardous Substances Data92-94-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
4-Phenylbiphenyl English
SigmaAldrich English
ACROS English
ALFA English
p-Terphenyl Usage And Synthesis
Descriptionp-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.
Chemical Propertiesa White or light-yellow solid. The melting point is 213°C, boiling point is 383°C, 250°C (6kPa), flash point is 207°C, and relative density is 1.234 (0°C). Soluble in hot benzene, slightly soluble in ether and carbon disulfide, extremely insoluble in ethanol and acetic acid. 427℃ sublimation. p-Terphenyl can be separated from the by-products of biphenyl production.
Usesp-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.
DefinitionChEBI: p-Terphenyl is a para-terphenyl that consists of benzene attached to two phenyl units at positions 1 and 4 respectively.
ApplicationLCD Electronics: P-Terphenyl is one of the basic intermediates for preparing diphenyl LCD materials at present.
Organic synthesis: P-Terphenyl is the basic raw material for synthesizing antifungal cyclic peptide (4-carboxyl P–Terphenyl CTP) and diphenyl polyamide material 4, 4-(DCTP).
Fine chemical engineering: under radiation, P-Terphenyl will generate fluorescence, and thus it can be used as an organic scintillation reagent. It is used as an illuminant in scintillation counters and as a synthetic intermediate for laser dyes.
p-Terphenyl-Sensitized Photoreduction of CO2 with Cobalt and Iron Porphyrins. Interaction between CO and Reduced Metalloporphyrins
Synthesis Reference(s)Chemical and Pharmaceutical Bulletin, 30, p. 802, 1982 DOI: 10.1248/cpb.30.802
The Journal of Organic Chemistry, 50, p. 3104, 1985 DOI: 10.1021/jo00217a018
General DescriptionWhite or light-yellow needles or leaves. Mp: 212-213°C; bp 376°C. Density: 1.23 g cm-3. Insoluble in water. Soluble in hot benzene. Very soluble in hot ethyl alcohol. Usually shipped as a solid mixture with its isomers o-terphenyl and m-terphenyl that is used as a heat-transfer fluid.
Reactivity Profilep-Terphenyl is non-flammable but combustible (flash point: 410°C). Extremely stable thermally. Incompatible with strong oxidizing agents but not very reactive at room conditions.
HazardToxic by ingestion and inhalation. Eye and upper respiratory tract irritant.
Safety ProfileModerately toxic by ingestion. Combustible when exposed to heat or flame. To fight fire, use water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsCrystallise p-terphenyl from nitrobenzene or trichlorobenzene. It is also purified by chromatography on alumina in a darkened room, using pet ether, and then crystallising from pet ether (b 40-60o) or pet ether/*benzene. It is a fluorophore for scintillation counting and has ex 286nm : em 343nm in DMF, and max 277nm (log 4.50). [Beilstein 5 IV 2483.]
DECACYCLENE o-Terphenyl 4,4'-Diacetylbiphenyl Bifendate Diphenyldimethoxysilane 2,6-Diphenylphenol Biphenyl ORTHO,META-PARA-TERPHENYL(MIXTURE) Benzidine 2,3,3',4,4',5-HEXACHLOROBIPHENYL Chlorodiphenylphosphine Terphenyl, partially hydrogenated,Terphenyl, hydriert Dichlorodiphenylsilane P-QUATERPHENYL p-Terphenyl 1,5-Diphenylcarbazide 1,3-Diphenyl-2-thiourea 2-CHLORO-9,10-DIPHENYLANTHRACENE

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