triphenylphosphane borane

• ChemBase ID: 147754
• Molecular Formular: C18H18BP
• Molecular Mass: 276.120281
• Monoisotopic Mass: 276.12391761
• SMILES: B.c1ccc(cc1)P(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.B
• InChI: InChI=1S/C18H15P.BH3/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H3
• InChIKey: CHVBILDTVBDARQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenylphosphane borane
• IUPAC Traditional name: triphenylphosphine borane
• Synonyms: Triphenylphosphineborane; Borane triphenylphosphine complex; Borane-triphenylphosphine complex; 三苯基膦硼烷; 硼烷三苯基膦络合物; 三苯基膦硼烷络合物

Database IDs

• CAS Number: 2049-55-0
• MDL Number: MFCD00012427
• PubChem SID: 24854641; 162241937
• PubChem CID: 6364612

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• Molar Refractivity: 81.6229 cm^3
• Polarizability: 32.34495 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 189-191 °C(lit.); 189-191°C

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: UN3396
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: II
• Risk Statements: 11-15-36/37/38
• Safety Statements: 26-33-37-43
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Hazard statements: H261-H228-H315-H319-H335
• GHS Precautionary statements: P210-P231+P232-P241-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Linear Formula: (C6H5)3P · BH3

DETAILS

Sigma Aldrich - 243906

Packaging
25 g in glass bottle
Application
Reactant for:
• C-P cross coupling with aryl iodides1
• Synthesis of N-heterocyclic carbene borane complexes via Lewis base exchange2
• Catalyst-free alcoholysis to deprotect phosphane-boranes3
• Undergoing heterolytic activation4
• Deprotection via reactions with resin-supported amines5
• Insertion of overcrowded silylene into hydroboranes6