o-Terphenyl CAS 84-15-1

Introduction:Basic information about o-Terphenyl CAS 84-15-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

o-Terphenyl Basic information

Product Name:o-Terphenyl
Synonyms:O-DIPHENYLBENZENE;O-TERPHENYL;0-terphenyl;1,1'-Biphenyl, 2-phenyl-;1,2-terphenyl;1,1':2',1 -Terphenyl;1,1':2',1''-Terphenyl;1,1’:2’,1’’-Terphenyl
CAS:84-15-1
MF:C18H14
MW:230.3
EINECS:201-517-6
Product Categories:Arenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
Mol File:84-15-1.mol

o-Terphenyl Chemical Properties

Melting point 56-59 °C (lit.)
Boiling point 337 °C (lit.)
density 1,1 g/cm3
vapor pressure <1 Pa (25 °C)
refractive index 1.5500 (estimate)
Fp >230 °F
storage temp. Store below +30°C.
solubility 1.24mg/l
form Fluid
color White to Almost white
Water Solubility Insoluble in water. Solubility in toluene is almost transparent. Sparingly soluble in lower alcohols and glycols; very soluble in common aromatic solvents.
λmax233nm(Cyclohexane)(lit.)
BRN 1908446
Exposure limitsNIOSH: IDLH 500 mg/m3; Ceiling 0.5 ppm(5 mg/m3)
InChI1S/C18H14/c1-3-9-15(10-4-1)17-13-7-8-14-18(17)16-11-5-2-6-12-16/h1-14H
InChIKeyOIAQMFOKAXHPNH-UHFFFAOYSA-N
SMILESc1ccc(cc1)-c2ccccc2-c3ccccc3
CAS DataBase Reference84-15-1(CAS DataBase Reference)
EPA Substance Registry Systemo-Terphenyl (84-15-1)

Safety Information

Hazard Codes Xn,T,Xi,F,N
Risk Statements 22-36/37/38-50/53-40-36/38-21/22-67-66-11-52/53-36-51/53
Safety Statements 26-61-60-36/37-24/25-23-16-9
OELCeiling: 5 mg/m3 (0.5 ppm)
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS WZ6472000
TSCA TSCA listed
HazardClass 9
PackingGroup III
HS Code 29029090
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Hazardous Substances Data84-15-1(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 1900 mg/kg
IDLA500 mg/m3

o-Terphenyl Usage And Synthesis

Chemical PropertiesWhite crystalline
Useso-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.
Preparationo-Terphenyl was synthesized via a Suzuki-Miyaura coupling between 2-bromobiphenyl and phenylboronic acid.
General DescriptionColorless or light-yellow solid. Mp 58-59°C; bp: 337°C. Density: 1.16 g cm-3. Insoluble in water. Usually shipped as a solid mixture with its isomers m-terphenyl and p-terphenyl that is used as a heat-transfer fluid.
Reactivity ProfileO-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.
HazardCombustible. Eye and upper respiratorytract irritant.
Safety ProfileModerately toxic by ingestion. Combustible when exposed to heat or flame. To fight fire, use water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification MethodsCrystallise o-terphenyl from EtOH. Also purify it by chromatography of CCl4 solution on alumina, with pet ether as eluent, followed by crystallisation from pet ether (b 40-60o) or pet ether/*C6H6. It also distils under vacuum. [Beilstein 5 III 2292, 5 IV 2478.]
References[1] SHILPI KARMAKAR Jyotirmayee D Tirtha Mandal. Ring Closing Metathesis Approach for the Synthesis of o-Terphenyl Derivatives[J]. European Journal of Organic Chemistry, 2019, 2019 34: Pages 5916-5924. DOI:10.1002/ejoc.201900988.

o-Terphenyl Preparation Products And Raw materials

Raw materials1,2-Diiodobenzene-->2-BIPHENYLBORONIC ACID-->diphenyl(2,2,2-trifluoroethyl)sulfanium trifluoromethanesulfonate-->2-Iodobiphenyl-->Phenylboronic acid-->1-Bromo-2-iodobenzene-->Benzene-->1,2-Dibromobenzene
Preparation ProductsTriphenylene-->2-Bromobiphenyl-->Phenanthridine-->2,3,6,7,10,11-hexabromobenzo[9,10]phenanthrene-->Biphenyl
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