Terphenyl

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]

para-Terphenyl

Skeletal formula of para-terphenyl
Ball-and-stick model of para-terphenyl
Names
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
CAS Number	92-94-4 (para) Y 92-06-8 (meta) Y 84-15-1 (ortho) Y 26140-60-3 (unspecified) Y
3D model (JSmol)	Interactive image (para): Interactive image
Beilstein Reference	1908447
ChEBI	CHEBI:52242
ChEMBL	ChEMBL491582
ChemSpider	6848 (para) N
ECHA InfoCard	100.043.146
EC Number	202-205-2
PubChem CID	7115
RTECS number	WZ6475000
UNII	GWP218ZY6F (para) Y WOI2PSS0KX (meta) Y W5675R7KVW (ortho) Y LFX1C55D2Z (unspecified) Y
CompTox Dashboard (EPA)	DTXSID2027888
InChI InChI=1S/C18H14/c1-3-7-15(8-4-1)17-11-13-18(14-12-17)16-9-5-2-6-10-16/h1-14H N Key: XJKSTNDFUHDPQJ-UHFFFAOYSA-N N (para): InChI=1/C18H14/c1-3-7-15(8-4-1)17-11-13-18(14-12-17)16-9-5-2-6-10-16/h1-14H Key: XJKSTNDFUHDPQJ-UHFFFAOYAJ
SMILES C1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=CC=C3 (para): c1ccc(cc1)c2ccc(cc2)c3ccccc3
Properties
Chemical formula	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[3]
Boiling point	389 °C (732 °F; 662 K)[3]
Solubility in water	Insoluble[2]
Refractive index (nD)	1.65[4]
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)[3]
NIOSH (US health exposure limits):
PEL (Permissible)	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). N verify (what is YN ?) Infobox references

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]

• 
  ortho-Terphenyl
• 
  meta-Terphenyl
• 
  para-Terphenyl

See also

• Biphenyl
• Terpyridine
• Terthiophene
• Triphenylene
• OMRE, experimental organic nuclear reactor that tested terphenyl as reactor coolant