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695467 Sigma-Aldrich

1,3,5-Triaza-7-phosphaadamantane

97%

Synonym: 1,3,5-Triaza-7-phosphatricyclo[3.3.1.13.7]decane, NSC 266642, PTA

  • CAS Number 53597-69-6

  • Empirical Formula (Hill Notation) C6H12N3P

  • Molecular Weight 157.15

  •  MDL number MFCD00154905

  •  PubChem Substance ID 329761745

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
assay   97%
mp   244-250 °C
functional group   phosphine
reaction suitability   reagent type: ligand
reaction type: Hydroformylations
  reagent type: ligand
reaction type: Hydrogenations
  reagent type: ligand
reaction type: Morita-Baylis-Hillman Reactions
  reagent type: ligand
reaction type: Sonogashira Coupling
  reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
SMILES string   C1N2CN3CN1CP(C2)C3
InChI   1S/C6H12N3P/c1-7-2-9-3-8(1)5-10(4-7)6-9/h1-6H2
InChI key   FXXRPTKTLVHPAR-UHFFFAOYSA-N

Description

General description

Air stable organocatalyst for Baylis-Hillman transformation

Packaging

2 g in glass bottle

500 mg in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Frost Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Frost Group - Professor Product Portal
Keywords: C-C bond formation, Deprotonations, Hydration reaction, Hydrogenations, Ligands, Lithiations

Hydroformylation

Despite a long-standing belief that formyl groups cannot be generated at quaternary carbon centers via hydroformylation, Clarke and Roff have developed a method utilizing 1,3,5,7-tetramethyl-6-phenyl...
Josephine Nakhla
Aldrich ChemFiles 2009, 9.2, 9.
Keywords: Chemfiles, Hydroformylations, Hydrogenations, Ligands

Trialkylphosphine for Morita-Baylis Hillman Reactions

The use of amines and phosphines in nucleophilic catalysis is well precedented; however, arguably one of the severe limitations with respect to exploiting the more nucleophilic, yet less basic, phosp...
Keywords: Catalysis, Organocatalysis

Peer-Reviewed Papers
15

References

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