694703

Sigma-Aldrich

Bis(3,5-di-tert-butyl-4-methoxyphenyl)chlorophosphine

Synonym(s):
Bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphinous chloride
Empirical Formula (Hill Notation):
C30H46ClO2P
CAS Number:
Molecular Weight:
505.11
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

Quality Level

mp

116-120 °C

functional group

phosphine

SMILES string

COc1c(cc(cc1C(C)(C)C)P(Cl)c2cc(c(OC)c(c2)C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI

1S/C30H46ClO2P/c1-27(2,3)21-15-19(16-22(25(21)32-13)28(4,5)6)34(31)20-17-23(29(7,8)9)26(33-14)24(18-20)30(10,11)12/h15-18H,1-14H3

InChI key

VOGHMZHRQUWLRE-UHFFFAOYSA-N

Application

Reactant for:
  • Asymmetric hydrogenation with iridium catalysts
  • Condensations with optically active diols
  • Chemoselective reaction with deprotonated 2-hydoxy-3,3,N-trimethylbutanamide

Reactant for synthesis of:
  • Phosphine-containing amino acids and peptide-based catalyst ligands
  • Nonracemic phosphine-containing amino acids for palladium-catalyzed asymmetric allylic substitution reactions

Packaging

100, 500 mg in glass bottle

Legal Information

Product of Kanata Chemical Technologies, Inc.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., HI: all

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin

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