449563

Sigma-Aldrich

Borane diphenylphosphine complex

98%

Synonym(s):
(Diphenylphosphine)trihydroboron
Linear Formula:
(C6H5)2PH·BH3
CAS Number:
Molecular Weight:
200.02
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Reductions

reagent type: reductant

bp

148-150 °C/10 mmHg (lit.)

mp

47-50 °C (lit.)

functional group

phosphine

SMILES string

B.[H]P(c1ccccc1)c2ccccc2

InChI

1S/C12H11P.BH3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;/h1-10,13H;1H3

InChI key

XUFGOLYVDOBYLK-UHFFFAOYSA-N

Application

Reactant for:
  • Nucleophilic addition reactions (anion)
  • Catalytic dehydrogenation in the presence of ruthenium bidentate phosphine compelxes
  • Deprotonation reactions
  • Catalytic coupling with alkynyl bromides
  • Catalyst-free Staudinger ligation for indirect 18F-radiolabeling
  • Preparation of chiral phosphine-phosphite bidentate ligands with biphenyl backbone
  • Reactions with frustrated lewis pair combinations of group 14 triflates and sterically hindered nitrogen bases

Packaging

5 g in glass bottle

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2813 4.3 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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