Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

567159

Sigma-Aldrich

1,1′-Bis(phenylphosphinidene)ferrocene

97%

Synonym(s):

1,1′-(Ferrocenediyl)phenylphosphine

Sign Into View Organizational & Contract Pricing


About This Item

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service