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567159

Sigma-Aldrich

1,1′-Bis(phenylphosphinidene)ferrocene

97%

Synonym(s):

1,1′-(Ferrocenediyl)phenylphosphine

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About This Item

Linear Formula:
C5H4PC6H5C5H4Fe
CAS Number:
Molecular Weight:
292.09
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

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

mp

88-92 °C (lit.)

functional group

phosphine

storage temp.

2-8°C

SMILES string

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

InChI

1S/C16H13P.Fe/c1-2-8-14(9-3-1)17(15-10-4-5-11-15)16-12-6-7-13-16;/h1-13H;

InChI key

HKOUDNXXOXEYNZ-UHFFFAOYSA-N

Application

Reactant for:
  • Preparation of macrocyclic tridentate ferrocenylphosphine ligands
  • Preparation of phosphorus-bridged ferrocenophane with syn and anti conformations
  • Reaction with phenyllithium and chlorophosphine to give ferrocenediyl ligand and its rhodium complex catalyst for selective hydroformylation of alkenes
  • Ring-opening reactions via ring slippage
  • Preparation of palladium chloro (ferrocene-bridged)phosphine-phosphonite complex for catalysis of Heck reaction of iodobenzene with Me acrylate

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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