Terphenyl
Names | |
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Preferred IUPAC name
11,21:24,31-Terphenyl[1] | |
Other names
1,1':4',1''-Terphenyl[1]
p-Terphenyl 1,4-Diphenylbenzene para-Diphenylbenzene p-Diphenylbenzene para-Triphenyl p-Triphenyl | |
Identifiers | |
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3D model (JSmol)
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1908447 | |
ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.043.146 |
EC Number |
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PubChem CID
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RTECS number |
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UNII |
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CompTox Dashboard (EPA)
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Properties | |
C18H14 | |
Molar mass | 230.310 g·mol−1 |
Appearance | White powder[2] |
Density | 1.24 g/cm3 |
Melting point | 212 to 214 °C (414 to 417 °F; 485 to 487 K)[2] 212-213 °C[4] |
Boiling point | 389 °C (732 °F; 662 K)[4] |
Insoluble[2] | |
Refractive index (nD)
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1.65[3] |
Hazards | |
GHS labelling: | |
Warning | |
H315, H319, H335, H400 | |
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) | |
Flash point | 207 °C (405 °F; 480 K)[4] |
NIOSH (US health exposure limits): | |
PEL (Permissible)
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C 9 mg/m3 (1 ppm)[5][6][7] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[2]
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.[8]
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ortho-Terphenyl
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meta-Terphenyl
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para-Terphenyl
See also
[edit]References
[edit]- ^ Jump up to: a b 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.
- ^ Jump up to: a b c d p-Terphenyl at chemicalland21.com
- ^ "Organic molecular single crystals". cryos-beta.kharkov.ua.
- ^ Jump up to: a b c 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
[edit]- 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