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Tri(2-furyl)phosphine
PRICE INQUIRYCatalog Number
ACM5518525
Product Name
Tri(2-furyl)phosphine
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/5518-52-5.gif)
CAS
5518-52-5
Synonyms
Trifurylphosphine
IUPAC Name
tris(furan-2-yl)phosphane
Molecular Weight
232.17
Molecular Formula
C12H9O3P
Canonical SMILES
C1=COC(=C1)P(C2=CC=CO2)C3=CC=CO3;
InChI
DLQYXUGCCKQSRJ-UHFFFAOYSA-N
InChI Key
InChI=1S/C12H9O3P/c1-4-10(13-7-1)16(11-5-2-8-14-11)12-6-3-9-15-12/h1-9H
Boiling Point
136 °C at 4 mmHg (lit.)
Melting Point
59-64 °C(lit.)
Flash Point
136 °C at 4 mmHg
Purity
98%
Appearance
Solid
Complexity
198
Covalently-Bonded Unit Count
1
Exact Mass
232.029g/mol
H-Bond Acceptor
3
Heavy Atom Count
16
Isomeric SMILES
C1=COC(=C1)P(C2=CC=CO2)C3=CC=CO3
Monoisotopic Mass
232.029g/mol
Rotatable Bond Count
3
Topological Polar Surface Area
39.4A^2
Application
Tri(2-furyl)phosphine is a versatile phosphine ligand characterized by its white to light yellow crystalline powder form, primarily employed in transition-metal mediated organic synthesis. It plays a crucial role in enhancing (Z) selectivity during Wittig reactions and is similarly effective in Suzuki reactions. This ligand is widely used for carbon-carbon coupling reactions, contributing to processes such as the alkynylation of thioesters and the formation of enol esters. In palladium-catalyzed scenarios, Tri(2-furyl)phosphine facilitates 3-component coupling, various C-C coupling reactions, and trans-olefin formation. Additionally, it aids in the synthesis of olefins from N-tosylhydrazones and benzyl halides and is involved in the C-H arylation or alkenylation of 1-substituted tetrazoles.
April 5, 2025
Highly Effective Ligand for Complex Synthesis
Tri(2-furyl)phosphine from Alfa Chemistry is phenomenal for transition-metal mediated synthesis. It enhanced (Z) selectivity in Wittig reactions and was invaluable in my C-C coupling and palladium-catalyzed projects. Impressive results!
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