CAS 7650-89-7 Tribenzylphosphine - Catalysts / Alfa Chemistry

Synonyms

Tris(Phenylmethyl)Phosphine; Tribenzylphosphane

IUPAC Name

tribenzylphosphane

Molecular Weight

304.37

Molecular Formula

C21H21P

Canonical SMILES

C1=CC=C(C=C1)CP(CC2=CC=CC=C2)CC3=CC=CC=C3;

InChI

IFXORIIYQORRMJ-UHFFFAOYSA-N

InChI Key

InChI=1S/C21H21P/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2

Boiling Point

183-185 °C at 0.2 mmHg

Melting Point

96-101 °C(lit.)

Flash Point

183-185 °C at 0.2 mmHg

Purity

98%

Appearance

Solid

Complexity

235

Covalently-Bonded Unit Count

EC Number

231-608-6

Exact Mass

304.138g/mol

Heavy Atom Count

Isomeric SMILES

C1=CC=C(C=C1)CP(CC2=CC=CC=C2)CC3=CC=CC=C3

Monoisotopic Mass

304.138g/mol

Rotatable Bond Count

Topological Polar Surface Area

0A^2

Application

Tribenzylphosphine serves a vital role as a co-catalyst in various chemical reactions. Its primary purpose is to facilitate the preparation of coumarin derivatives through nickel-catalyzed cycloaddition. Additionally, it is integral in copolymerization reactions and acts as a co-catalyst in Rhodium-catalyzed hydroformylation. Furthermore, tribenzylphosphine supports the synthesis of substituted allylamines by enabling three-component coupling of alkynes, imines, and organoboranes. It also plays a key role in platinum-catalyzed oxidative hydroxylation and participates in ruthenium-catalyzed metathesis reactions, highlighting its versatility and importance in advanced chemical processes.

March 18, 2025

Tribenzylphosphine: Essential Co-Catalyst for Synthesis Research

Tribenzylphosphine from Alfa Chemistry greatly enhanced our coumarin synthesis via nickel-cycloaddition. Reliable co-catalyst in various reactions, improving yields and efficiency in our polymer and hydroformylation studies. Highly recommend for innovative synthesis projects.