CAS 960-71-4 Triphenylborane (HCID 70400)

Names & identifiers

Preferred name: Triphenylborane
IUPAC: triphenylborane
English name: Triphenylborane
Molecular formula: C18H15B
Molecular weight: 242.12

Names & synonyms

Triphenylborane960-71-4TriphenylboronBorane, triphenyl-TriphenylborineTriphenyboronDTXSID6027345MFCD00003007boron triphenyl6282553L0GBorine, triphenylEINECS 213-504-2

Show more names

Triphenylbortriphenyl-boranborine,triphenylTriphenylboron,min.95%

triphenyl borontriphenyl-boraneAI3-60391C18H15BUNII-6282553L0GBPh3Ph3BBORINE, TRIPHENYL-

Database identifiers

CAS: 960-71-4
PubChem CID: 70400
DTXSID: DTXSID6027345
ChEMBL: CHEMBL1876579
UNII: 6282553L0G
EC Number: 213-504-2
Nikkaji: J121.102A

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 19
Formal charge: 0
Complexity: 202

Experimental & physicochemical properties

Chemical ClassesMetals -> Metalloid Compounds (Boron)

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point142 °C

Vapor Pressure0.0000119 [mmHg]

Physical DescriptionWhite crystalline solid; [EPA ChAMP: Screening Level Hazard Characterization: Triphenylboron Category - 2009] Off-white odorless crystals; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 145 °C · 145 °C (lit.)
Boiling point: 203 °C/15 · 203 °C/15 mmHg (lit.)
Density: 0.898 g/mL · 0.898 g/mL at 25 °C
Flash point: 1 °F · 1 °F
storage temp.: 2 · Storage temp. 2-8°C
form: Powder
color: off-white
Water Solubility: Soluble in aromatic solvents. Insoluble in water.
Sensitive: Air Sensitive
Hydrolytic Sensitivity: 4 · 4: no reaction with water under neutral conditions
BRN: 1961313 · 1961313
InChI: 1S/C18H15B/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
InChIKey: MXSVLWZRHLXFKH-UHFFFAOYSA-N
SMILES: c1ccc(cc1)B(c2ccccc2)c3ccccc3
CAS DataBase Reference: 960 · 960-71-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 6282553 L0G · 6282553L0G
EPA Substance Registry System: Borane, triphenyl- (960-71-4)
UNSPSC Code: 12352300 · 12352300
NACRES: 23 · NA.23
Symbol(GHS): 2 · GHS02
Signal word: Danger
Hazard statements: 228 · H228
Precautionary statements: 210 · P210
target organs: Central nervous system, Respiratory system
Hazard Codes: F,Xn
Risk Statements: 11 · 11-36/37/38-22-19-40-36/37
Safety Statements: 16 · 16-26-33-36-24/25-22-36/37
RIDADR: 1993 · UN 1993 3/PG 2
WGK Germany: 3 · 3
RTECS: 2367500 · ED2367500
F: 10 · 10-23
TSCA: TSCA listed
HazardClass: 4.1 · 4.1
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 4 OralCarc · Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H228 (100%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P280, and P370+P378 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Borane, triphenyl-

Borane, triphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Borane, triphenyl- 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)

Borane, triphenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

Rapidly hydrolyzes; Shipped as the sodium hydroxide adduct in aqueous solution; Corrosive to skin and severely irritating to eyes in rabbits; Not a skin sensitizer in guinea pigs; [EPA ChAMP: Screening Level Hazard Characterization: Triphenylboron Category - 2009] Reproductive toxicity observed in oral study of rats at 10 mg/kg/day; One female failed to conceive, 5 of 9 mated females delivered, and the mean number of pups per litter was significantly reduced; Initial histopathology revealed adverse effects to semen; [EPA - TSCATS] Decomposed by water; A severe eye irritant that may cause eye injury; [Alfa Aesar MSDS] See Tri-n-butylborane.

Hazard Classes and CategoriesFlam. Sol. 1 (100%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.59 [mg/m3]

6.5 [mg/m3]

39 [mg/m3]

Toxicology

Adverse Effects · 1 item

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Toxicity DataLC50 (rat) = 73 mg/m3/4hr

Safety data

F: 10-23
wgk: 3
tsca: TSCA listed
rtecs: ED2367500
ridadr: UN 1993 3/PG 2
risk_code: 11-36/37/38-22-19-40-36/37
Signal word: Danger
Symbol(GHS): GHS02
hazard_code: F,Xn
safety_code: 16-26-33-36-24/25-22-36/37
hazard_class: 4.1
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Central nervous system, Respiratory system
Hazard statements: H228
Hazard Classifications: Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 2STOT SE 3
Precautionary statements: P210

Chemistry & industry

Uses & manufacturing

Uses · 1 item

A monofunctional Lewis acid; Not currently commercially marketed; Possible applications include olefin polymerization, agrochemicals, metal scavenging, and consumer products (i.e. fuel additives and flame retardants); [EPA ChAMP: Screening Level Hazard Characterization: Triphenylboron Category - 2009]

U.S. Production2023: <50,000 lb

General Manufacturing InformationBorane, triphenyl-: ACTIVE

Applications · 2 items

UsesTriphenylborane is used as a precursor in the production of pyridine-triphenylborane complex, which is used as a catalyst for the polymerization of acrylic esters. It is also used in the hydrocyanation of butadiene to adiponitrile. It is involved in the synthesis of 3-phenyl-cyclohexene by reacting with acetic acid cyclohex-2-enyl ester in presence of palladium bis(dibenzylideneacetone) and triphenylphosphine as a catalyst.

UsesTRIPHENYLBORANE is a type of Lewis acid used as catalyst and intermediate.