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675938 Sigma-Aldrich

Me4tButylXphos

96%

Synonym: 2-Di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl, Tetramethyl di-tBuXPhos, Tetramethyl tBuXPhos

  • CAS Number 857356-94-6

  • Empirical Formula (Hill Notation) C33H53P

  • Molecular Weight 480.75

  •  MDL number MFCD09038436

  •  PubChem Substance ID 24885309

  •  NACRES NA.22

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Properties

Related Categories Buchwald Ligands, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis,
Quality Level   100
assay   96%
mp   168-172 °C
functional group   phosphine
reaction suitability   reaction type: Cross Couplings
  reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reagent type: ligand
reaction type: C-X Bond Formation
SMILES string   CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2c(C)c(C)c(C)c(C)c2P(C(C)(C)C)C(C)(C)C
InChI   1S/C33H53P/c1-19(2)26-17-27(20(3)4)30(28(18-26)21(5)6)29-24(9)22(7)23(8)25(10)31(29)34(32(11,12)13)33(14,15)16/h17-21H,1-16H3
InChI key   RCRYEYMHBHPZQD-UHFFFAOYSA-N

Description

Packaging

1, 5 g in glass bottle

250 mg in glass bottle

Application

Ligand used in a palladium-catalyzed amidation of aryl chlorides.

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Buchwald Ligands

The Pd-catalyzed C–N bond formation has become an important synthetic reaction in the past 20 years. Several research groups have investigated this reaction and developed very versatile catalysts. Bu...
William Sommer
ChemFiles 2007, 7.10, 8.
Keywords: Arylations, Building blocks, Catalysis, Coupling reactions, Cross couplings, Ligands, Substitutions, Suzuki coupling, transformation

Buchwald Phosphine Ligands - Technical Article

Over the past several years, the Buchwald group has developed a series of bulky electron-rich phosphines that have garnered much attention for their ability to effect various C–C, C–N, and C–O bond f...
Keywords: Aldrichimica Acta, Arylations, C-X bond formation, Catalysis, Chemfiles, Coupling reactions, Ligands, Methods, Type

Stephen Buchwald Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Stephen Buchwald Group – Professor Product Portal
Keywords: Aminations, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Coupling reactions, Cross couplings, Fluorinations, Ligands, Solvents, transformation

Related Content

Buchwald Phosphine Ligands - For C-C, C-N, and C-O Bond Formation

For C-C, C-N, and C-O Bond Formation: Over the past several years, the Buchwald group has developed a series of bulky electron-rich phosphines that have garnered much attention for their ability to e...
Keywords: Arylations, C-X bond formation, Catalysis, Coupling reactions, Ligands

Buchwald Precatalysts and Ligand Guide

Dialkylbiaryl phospine ligands, and the precatalysts derived from them, are commonly referred to as Buchwald Precatalysts and Ligands. These reagents have developed into a highly valuable class of co...
Keywords: Catalysis, Ligands

Peer-Reviewed Papers
15

References

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