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Tribenzylphosphine

Catalog Number
ACM7650897
Product Name
Tribenzylphosphine
Structure
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CAS
7650-89-7
  • Product Overview
  • Usage
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
1
EC Number
231-608-6
Exact Mass
304.138g/mol
Heavy Atom Count
22
Isomeric SMILES
C1=CC=C(C=C1)CP(CC2=CC=CC=C2)CC3=CC=CC=C3
Monoisotopic Mass
304.138g/mol
Rotatable Bond Count
6
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.
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