Names | |
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Preferred IUPAC name 1,2:2,3-Terphenyl | |
Other names
1,1':4',1''-Terphenyl p-Terphenyl 1,4-Diphenylbenzene para-Diphenylbenzene p-Diphenylbenzene para-Triphenyl p-Triphenyl | |
Identifiers | |
CAS Number |
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3D model (JSmol) | |
Beilstein Reference | 1908447 |
ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.043.146 |
EC Number |
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PubChem CID | |
RTECS number |
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UNII |
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CompTox Dashboard (EPA) | |
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SMILES
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Properties | |
Chemical formula | C18H14 |
Molar mass | 230.310 g·mol |
Appearance | White powder |
Density | 1.24 g/cm |
Melting point | 212 to 214 °C (414 to 417 °F; 485 to 487 K) 212-213 °C |
Boiling point | 389 °C (732 °F; 662 K) |
Solubility in water | Insoluble |
Refractive index (nD) | 1.65 |
Hazards | |
GHS labelling: | |
Pictograms | |
Signal word | Warning |
Hazard statements | H315, H319, H335, H400 |
Precautionary statements | P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 |
NFPA 704 (fire diamond) | 2 1 0 |
Flash point | 207 °C (405 °F; 480 K) |
NIOSH (US health exposure limits): | |
PEL (Permissible) | C 9 mg/m (1 ppm) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references |
Terphenyls are a group of closely related aromatic hydrocarbons. Also known as diphenylbenzenes or triphenyls, they consist of a central benzene ring substituted with two phenyl groups. There are three substitution patterns: ortho-terphenyl, meta-terphenyl, and para-terphenyl. Commercial grade terphenyl is generally a mixture of the three isomers. This mixture is used in the production of polychlorinated terphenyls, which were formerly used as heat storage and transfer agents.
p-Terphenyl derivatives are found in various fungi and bacteria. One example is atromentin, a pigment found in some mushrooms. These natural p-terphenyls are better described as diphenylquinones or diphenylhydroquinones. Some m-terphenyl compounds occur in plants.
See also
- Biphenyl
- Terpyridine
- Terthiophene
- OMRE, experimental organic nuclear reactor that tested terphenyl as reactor coolant
References
- ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 345. doi:10.1039/9781849733069-00130. ISBN 978-0-85404-182-4.
- ^ p-Terphenyl at chemicalland21.com
- "Organic molecular single crystals". cryos-beta.kharkov.ua.
- ^ p-Terphenyl at Sigma-Aldrich
- NIOSH Pocket Guide to Chemical Hazards. "#0591". National Institute for Occupational Safety and Health (NIOSH).
- NIOSH Pocket Guide to Chemical Hazards. "#0592". National Institute for Occupational Safety and Health (NIOSH).
- NIOSH Pocket Guide to Chemical Hazards. "#0593". National Institute for Occupational Safety and Health (NIOSH).
- Liu, Ji-Kai (2006). "Natural Terphenyls: Developments since 1877". Chemical Reviews. 106 (6): 2209–2223. doi:10.1021/cr050248c. PMID 16771447.
External links
- p-Terphenyl at the Oregon Laser Medical Center
- o-Terphenyl, m-Terphenyl, p-Terphenyl at Centers for Disease Control and Prevention, National Institute for Occupational Safety and Health