HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
o-Terphenyl
ORTHO-TERPHENYL · 1,1':2',1''-Terphenyl · o-Terpheny · 1,1':2' · 0-terphenyl · O-TERPHENYL · 2-TERPHENYL · o-Triphenyl
Identifikatoren & physikalische Daten
| CAS No. | 84-15-1 |
|---|---|
| Summenformel | C18H14 |
| Durchschnittliche Molmasse | 230,3 g/mol |
| Monoisotopische Masse | 230,10955045 g/mol |
| SMILES | c1ccc(-c2ccccc2-c2ccccc2)cc1 |
| InChIKey | OIAQMFOKAXHPNH-UHFFFAOYSA-N |
| PubChem CID | 6766 |
| ChEMBL | CHEMBL3560258 |
| EC No. | 201-517-6 |
| DTXSID | DTXSID1049697 |
| Lokaler Name | o-Terphenyl |
Chemische & physikalische Eigenschaften
| XLogP | 6 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 206 |
| Stoffklassen | Other Classes -> Terphenyls |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | 5.5 |
| Dichte | 1.1 (NIOSH, 2024) - Denser than waterwill sinkRelative density (water = 1): 1.11,1 g/cm3 |
| Color/Form | MONOCLINIC PRISMS FROM METHANOLColorless or light yellow solid. |
| Löslichkeit | Insoluble (NIOSH, 2024)SOL IN ACETONE, BENZENE, METHANOL, CHLOROFORMSparingly soluble in lower alcohols and glycolsvery soluble in common aromatic solvents.Water solubility = 1.24 mg/l at 25 °CSolubility in water: none1.24mg/lInsoluble in water. Solubility in toluene is almost transparent. Sparingly soluble in lower alcohols and glycols |
| Flammpunkt | 325 °F (NIOSH, 2024)163 °C325 °F (163 °C) (OPEN CUP)163 °C o.c.(oc) 325 °F>230 °F |
| Siedepunkt | 630 °F at 760 mmHg (NIOSH, 2024)332 °C AT 760 MM HG337 °C (lit.) |
| Schmelzpunkt | 136 °F (NIOSH, 2024)56.2 °CCrumbly, wax-like flakes at room temperature and light amber liquids above the melting point /Commercial terphenyl mixtures/56-59 °C (lit.) |
| Dampfdichte | 7.95 (AIR= 1)Relative vapor density (air = 1): 7.9 |
| Dampfdruck | 0.09 mmHg at 200 °F (NIOSH, 2024)0.00025 [mmHg]2.5X10-4 mm Hg at 25 °C, extrapolated from experimentally-derived coefficientsVapor pressure, Pa at 25 °C: 0.0033(200 °F): 0.09 mmHg<1 Pa (25 °C) |
| Heat of Vaporization | 58.3 kJ/mol |
| Brechungsindex | 1.5500 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Fluid |
| Farbe | White to Almost white |
| Spezifische Wärmekapazität | Cp(crystal): 1.19 J/(g·K)Cp(liquid): 1.6 J/(g·K), at 25℃ |
| BRN | 1908446 |
| Henry-Konstante | 1.6×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| InChI | 1S/C18H14/c1-3-9-15(10-4-1)17-13-7-8-14-18(17)16-11-5-2-6-12-16/h1-14H |
| InChIKey | OIAQMFOKAXHPNH-UHFFFAOYSA-N |
| SMILES | c1ccc(cc1)-c2ccccc2-c3ccccc3 |
| CAS Datenbank | 84-15-1(CAS DataBase Reference) |
| EPA chemische Informationen | o-Terphenyl (84-15-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 58 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.DangerH302: Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Chemical: 1,1':2',1''-Terphenyl1,1':2',1''-Terphenyl is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,1':2',1''-Terphenyl are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)1,2-Diphenylbenzene: Does not have an individual approval but may be used under an appropriate group standard |
| Brandgefahren | Combustible. |
| Brandpotenzial | FIRE HAZARD: SLIGHT, WHEN EXPOSED TO HEAT OR FLAME. |
| Gesundheitsgefahren | Excerpt from NIOSH Pocket Guide for o-Terphenyl: |
| Gefahrenübersicht | o-Terphenyl caused kidney injury in subchronic feeding studies in rats. Workers complained of eye and respiratory irritation after inhaling vapors of heated terphenyls. The TLV Basis for Terphenyls is upper respiratory tract and eye irritation[ACGIH] A skin, eye, and respiratory tract irritant[ICSC] |
| Reaktive Gruppe | Hydrocarbons, Aromatic |
| OSHA Standards | Permissible Exposure Limit: Table Z-1 Ceiling value: 1 ppm (9 mg/cu m). /Terphenyls/Vacated 1989 OSHA PEL Ceiling limit 5 mg/cu m (0.5 ppm) is still enforced in some states. /Terphenyl (o-, m-, p- isomers)/ |
| Reactivity Profile | O-TERPHENYL is non-flammable but combustible (flash point 339 °F). Extremely stable thermally. Incompatible with strong oxidizing agents but not very reactive at room conditions. |
Anwendungen & Verwendung
Verwenden
o-Terphenyl is used as a plasticizer for polystyrene for thermoplastic recording. Terphenyl mixtures are used industrially as heat storage and transfer agents, as textile dye carriers, and as intermediates in the production of nonspreading lubricants. From 1960-1970, technical grade terphenyls were used as coolants for nuclear reactors, whereas contemporary use has been in solar-heating systems.
Herstellung & Synthese
synthetische
o-Terphenyl was synthesized via a Suzuki-Miyaura coupling between 2-bromobiphenyl and phenylboronic acid.