Terphenyl

TERPHENYLS · terphenyl · delowax s · delowax om · terbenzene · santowax r · santowax om · gilotherm om 2

Identifikatoren & physikalische Daten

CAS No.	26140-60-3
Summenformel	C18H14
Durchschnittliche Molmasse	230,3 g/mol
Monoisotopische Masse	230,10955045 g/mol
SMILES	c1ccc(-c2cccc(-c3ccccc3)c2)cc1
InChIKey	YJTKZCDBKVTVBY-UHFFFAOYSA-N
PubChem CID	7076
ChEMBL	CHEMBL3184163
EC No.	202-122-1
DTXSID	DTXSID2029117
Lokaler Name	Terphenyl

Chemische & physikalische Eigenschaften

XLogP	5,6
Polarare Oberfläche (TPSA)	0
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	0
Frei drehbare Bindungen	2
Schwere Atome	18
Formalladung	0
Komplexität	208
Stoffklassen	Other Classes -> Terphenyls
SpringerMaterials Properties	Angular frequency
Geruch	Faint, pleasant odor /Commercial terphenyl mixtures/
Dichte	1.23 (NIOSH, 2024) - Denser than waterwill sink1.1-1.231.0829 (estimate)
Color/Form	YELLOW NEEDLES FROM ALCCrumbly, wax-like flakes at room temperature and light amber liquids above the melting point /Commercial terphenyl mixtures/Yellow solid.
Löslichkeit	Insoluble (NIOSH, 2024)SOL IN ALCOHOL, ETHER, BENZENE, ACETIC ACIDSparingly soluble in lower alcohols and glycolsvery soluble in common aromatic solvents.Water solubility = 1.51 mg/l at 25 °C
Flammpunkt	375 °F (NIOSH, 2024)191 °C375 °F (191 °C) (OPEN CUP)325-405 °F (open cup)(oc) 375 °F
Siedepunkt	689 °F at 760 mmHg (NIOSH, 2024)363 °C AT 760 MM HG630 °F307.3°C (rough estimate)
Schmelzpunkt	192 °F (NIOSH, 2024)87 °C210-211 °C
Dampfdruck	0.01 mmHg at 200 °F (NIOSH, 2024)0.0000175 [mmHg]1.75X10-5 mm Hg extrapolated from experimentally-derived coefficients0.01 mmHg at 200 °F for M-, 0.09 mmHg at 200 °F for O-, very low for P-(200 °F): 0.01 mmHg
Food Contact Substances	FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Heat of Vaporization	64.2 kJ/mol
Brechungsindex	1.5500 (estimate)
Aggregatzustand	Colorless or light yellow solids
Dielektrizitätskonstante	2.3(21.0℃)
EPA chemische Informationen	Terphenyl (26140-60-3)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH317 (13.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 762 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.This chemical does not meet GHS hazard criteria for 6.2% (3 of 48) of reports.
Regulatorische Informationen	Chemical: TerphenylTerphenyl is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 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)1,1':3',1''-Terphenyl is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,1':3',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)Status: No longer Valid Update: 30-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/10393Terphenyls: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Brandpotenzial	FIRE HAZARD: SLIGHT, WHEN EXPOSED TO HEAT OR FLAME.
Gesundheitsgefahren	Excerpt from NIOSH Pocket Guide for m-Terphenyl:
Gefahrenübersicht	m-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[CAMEO]
Reaktive Gruppe	Hydrocarbons, Aromatic
Special Reports	NIOSHTerphenyls: Preliminary Report of Plants and Processes. NTIS/PB83-105288 (1983). The characteristics and industrial uses of terphenyls are reviewed. The characteristics and industrial uses, production processes and worker exposure and toxicity /is provided in this review/.
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	M-TERPHENYL is non-flammable but combustible (flash point 403 °F). Extremely stable thermally. Incompatible with strong oxidizing agents but not very reactive at room conditions.
Flammable Limits	Combustible Solid
Air and Water Reactions	No rapid reaction with air. No rapid reaction with water.
NFPA Hazard Classification	0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.0 - Materials that in themselves are normally stable, even under fire conditions.
NIOSH Recommendations	Recommended Exposure Limit: Ceiling Value: 0.5 ppm (5 mg/cu m).
Erste Hilfe	Excerpt from NIOSH Pocket Guide for m-Terphenyl:(General first aid procedures)
Brandbekämpfungsverfahren	CARBON DIOXIDE, DRY CHEMICAL.
Reinigungsverfahren	1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quant, sweep onto paper or other suitable material, place in an appropriate container and burn in a safe place (such as a fume hood). Large quant may be reclaimedhowever, if this is not practical, use a procedure similar to that for small quant. /Terphenyls/
Entsorgungsverfahren	SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.1. By making package of terphenyls in paper or other flammable material and burning in a suitable combustion chamber. 2. By dissolving terphenyls in a flammable solvent (such as alc) and atomizing in a suitable combustion chamber. /Terphenyls/
Preventive Measures	The worker should immediately wash the skin when it becomes contaminated.Work clothing that becomes wet or significantly contaminated should be removed and replaced.Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.
Respirator Recommendations	NIOSH
Threshold Limit Values (TLV)	5.0 [mg/m3]Ceiling Limit: 5 mg/cu m. /Terphenyls/5 mg/m³ [1977]
Permissible Exposure Limit (PEL)	1 ppm (9 mg/m³)C 9 mg/m3 (1 ppm) See Appendix G
Protective Action Criteria (PAC)	0.45 [mg/m3]5.0 [mg/m3]900 [mg/m3]
Recommended Exposure Limit (REL)	0.5 ppm (5 mg/m³)C 5 mg/m3 (0.5 ppm)
Personal Protective Equipment (PPE)	Excerpt from NIOSH Pocket Guide for m-Terphenyl:Wear appropriate personal protective clothing to prevent skin contact.Wear appropriate eye protection to prevent eye contact.Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substancethis is irrespective of the recommendation involving the wearing of eye protection.Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. (Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.)For more Personal Protective Equipment (PPE) (Complete) data for M-TERPHENYL (11 total), please visit the HSDB record page.
Immediately Dangerous to Life or Health (IDLH)	500 mg/m3 (NIOSH, 2024)500.0 [mg/m3]500 mg/cu m500 mg/m³
Zielorgane	Eyes, skin, respiratory system, liver, kidneys
Umweltverhalten	TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 3500(SRC), derived from a measured water solubility(2), indicates that m-terphenyl will have slight mobility in soil(SRC). Based upon limited data, m-terphenyl present in a waste water mixture, inoculated with three bacterial species, was completely biodegraded after an incubation period of 130 hours(3). Volatilization of m-terphenyl may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 3.4X10-6 atm-cu m/mole(SRC), determined from experimental values for water solubility(2) and vapor pressure(4), but not significantly from dry soil surfaces(SRC) based on a vapor pressure of 1.75X10-5 mm Hg(SRC), determined from experimentally-derived coefficients(4).AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc of 3500(SRC), determined from a measured water solubility(2), indicates that m-terphenyl may adsorb to suspended solids and sediment in the water(SRC). Based on limited data m-terphenyl may biodegrade in water(SRC). m-Terphenyl present in a waste water mixture, inoculated with three bacterial species, was completely biodegraded after an incubation period of 130 hours(3). m-Terphenyl should volatilize from water surfaces based on an estimated Henry's Law constant of 3.5X10-6 atm-cu m/mole(SRC), determined from experimental values for vapor pressure(4) and water solubility(2). Estimated half-lives for a model river and model lake are 16 and 120 days, respectively(1,SRC). An estimated BCF value of 500(1,SRC), from a measured water solubility(2), suggests that m-terphenyl may bioconcentrate in aquatic organisms(SRC), according to a recommended classification scheme(5).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), m-terphenyl, which has a vapor pressure of 1.75X10-5 mm Hg at 25 °C(2), extrapolated from experimentally-derived coefficients, will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase m-terphenyl is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be about 30 hours(3,SRC). Particulate-phase m-terphenyl may be physically removed from the air by dry deposition(SRC).
Expositionspfade	inhalation, ingestion, skin and/or eye contact
Signs and Symptoms	irritation eyes, skin, mucous membranethermal skin burnsheadachesore throatIn Animals: liver, kidney damage
Effluent Concentrations	A sample of Ontario flyash collected from a municipal incinerator in Toronto, Canada contained m-terphenyl at unreported concentrations(1).
Soil Adsorption/Mobility	The Koc of m-terphenyl is estimated as approximately 3500(SRC), using an experimental water solubility of 1.51 mg/l(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that m-terphenyl has only slight mobility in soil(SRC).
Natural Pollution Sources	Terphenyl, unspecified isomers, occurs naturally in petroleum oil(1).
Atmospheric Concentrations	Ambient air samples collected at Port Stanley, Point Petre, and Dorset, Ontario, Canada from January-November 1990 contained m-terphenyl at an average concentration of 0.4 ng/cu m, 10 occurrences(1).
Human Toxicity Excerpts	THE TOXICITY OF THE TERPHENYLS TO HUMANS APPEARS RELATIVELY LOW ... NO ADVERSE EFFECTS HAVE BEEN DETECTED IN A WORK FORCE EXCEPT FOR SOME REVERSIBLE SKIN RASHES. /TERPHENYLS/... Concentrations of Santowax R vapor or condensate (a mixture of terphenyls containing 12% o-, 60% m-, and 28% p-terphenyl) in a reactor room under normal operating conditions ranged from 0.1 to 10 mg/cu m when the coolant was heated at 220 to 230 degree C. Concentrations above 10 mg/cu m (concentrations not specified) were associated with ocular and respiratory tract irritation in exposed workers. /Santowax R/
Artificial Pollution Sources	Terphenyl mixtures containing m-terphenyl are produced and used industrially as heat storage and transfer agents, as textile dye carriers, and as intermediates in the production of nonspreading lubricants(1) may result in m-terphenyl's release to the environment through various waste streams(SRC). From 1960-1970, technical grade terphenyls were also used as coolants for nuclear reactors, whereas contemporary use has been in solar-heating systems(1).
Environmental Biodegradation	PSEUDOMONAS DESMOLYTICUM HAVE BEEN SHOWN TO GROW ON & DEGRADE M-TERPHENYL.A waste water mixture containing 0.33% m-terphenyl, 0.17% o-terphenyl, and 1.5% thermip was inoculated with a mixture of three bacteria, two Pseudomonas and one Acinetobacter species. After 72 and 130 hours aerobic incubation, 80 and 0% of the m-terphenyl remained, respectively(1). Degradation of m-terphenyl did not proceed until thermip was completely oxidized(1).
Sediment/Soil Concentrations	m-Terphenyl was detected at unreported concentrations in sediment samples collected September 1990 from Dokai Bay, Japan(1).
Arbeitsplatzgrenzwert (OEL)	STEL: 0.5 ppm5.0 mg/m3
TSCA-Inventar-Status	TSCA listed

Anwendungen & Verwendung

Verwenden

Coolant for heat exchange in nuclear reactors