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253189 Sigma-Aldrich

Tris(diethylamino)phosphine

97%

Synonym: Hexaethylphosphorous triamide, Hexaethyltriamidophosphite, Hexaethyltriaminophosphine, Phosphorous acid tris(diethylamide), Tris(N,N-diethylamino)phosphine, Tris(diethylamido)phosphine

  • CAS Number 2283-11-6

  • Linear Formula P[N(C2H5)2]3

  • Molecular Weight 247.36

  •  Beilstein/REAXYS Number 636187

  •  EC Number 218-920-8

  •  MDL number MFCD00009041

  •  PubChem Substance ID 24855300

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   97%
refractive index   n20/D 1.475 (lit.)
bp   80-90 °C/10 mmHg (lit.)
density   0.903 g/mL at 25 °C (lit.)
functional group   phosphine
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
SMILES string   CCN(CC)P(N(CC)CC)N(CC)CC
InChI   1S/C12H30N3P/c1-7-13(8-2)16(14(9-3)10-4)15(11-5)12-6/h7-12H2,1-6H3
InChI key   FDIOSTIIZGWENY-UHFFFAOYSA-N

Description

Application

Tris(diethylamino)phosphine [(Et2N)3P] can be used as a reagent to synthesize:
• 1,1′-Dialkylisoindigo derivatives by reacting with various 1-alkylisatins via deoxygenation reaction.
• 1-Aminomethylisatins by treating with isatin and primary and secondary amines.

It can also be used in the deoxygenation of some cyclic α-diketones using fullerene C60.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
138.2 °F
Flash Point(C) 
59 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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