diphenylphosphane borane

• ChemBase ID: 145409
• Molecular Formular: C12H14BP
• Molecular Mass: 200.024321
• Monoisotopic Mass: 200.09261748
• SMILES: B.c1ccc(cc1)Pc1ccccc1
• Canonical SMILES: c1ccc(cc1)Pc1ccccc1.B
• InChI: InChI=1S/C12H11P.BH3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;/h1-10,13H;1H3
• InChIKey: XUFGOLYVDOBYLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diphenylphosphane borane
• IUPAC Traditional name: diphenylphosphine borane
• Synonyms: (Diphenylphosphine)trihydroboron; Borane diphenylphosphine complex; 硼烷二苯基膦络合物

Database IDs

• CAS Number: 41593-58-2
• MDL Number: MFCD00274254
• PubChem SID: 24868492; 162239615
• PubChem CID: 11095625

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.1784
• LogD (pH = 7.4): 3.1784
• Log P: 3.1784
• Molar Refractivity: 56.9486 cm^3
• Polarizability: 22.710213 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 47-50 °C(lit.)
• Boiling Point: 148-150 °C/10 mmHg(lit.)

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 2813
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 2
• Risk Statements: 15
• Safety Statements: 43
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H261
• GHS Precautionary statements: P231 + P232-P422
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2813 4.3/PG 2

Product Information

• Purity: 98%
• Linear Formula: (C6H5)2PH·BH3

DETAILS

Sigma Aldrich - 449563

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Nucleophilic addition reactions (anion)1
• Catalytic dehydrogenation in the presence of ruthenium bidentate phosphine compelxes2
• Deprotonation reactions3
• Catalytic coupling with alkynyl bromides4
• Catalyst-free Staudinger ligation for indirect 18F-radiolabeling5
• Preparation of chiral phosphine-phosphite bidentate ligands with biphenyl backbone6
• Reactions with frustrated lewis pair combinations of group 14 triflates and sterically hindered nitrogen bases7