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555142

Sigma-Aldrich

1-Diphenylphosphino-1′-(di-tert-butylphosphino)ferrocene

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About This Item

Empirical Formula (Hill Notation):
C30H36FeP2
CAS Number:
95408-38-1
Molecular Weight:
514.40
MDL number:
MFCD03701526
UNSPSC Code:
12352005
PubChem Substance ID:
24879174
NACRES:
NA.22

form

solid

Quality Level

100

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: Coupling Reactions

mp

75-79 °C (lit.)

functional group

phosphine

SMILES string

[Fe].CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.[CH]2[CH][CH][C]([CH]2)P(c3ccccc3)c4ccccc4

InChI

1S/C17H14P.C13H22P.Fe/c1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h1-14H;7-10H,1-6H3;

InChI key

GQIMIFFIUZZVMJ-UHFFFAOYSA-N

Related Categories

Application

  • Catalyst in microwave-assisted preparation of aryl-alkyl ethers via palladium-catalyzed Hiyama coupling of alkoxysilanes with aryl bromides or aryl chlorides
  • Ligand for catalytic isomerization of methylbutenenitrile via nickel systems
  • Ligand for ruthenium alkylidene complexes for catalysis of metathesis reactions and catalytic norbornene polymerization

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

555142-VAR:
555142-BULK:
555142-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT6586
MKCM6585
MKCK0164
MKCC5963
MKBZ7682V

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Marvin Parasram et al.
Journal of the American Chemical Society, 136(52), 17926-17929 (2014-12-17)
A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for

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