CAS 21050-13-5 Bis(triphenylphosphine)iminium chloride

Synonyms

Bis(triphenylphosphoranylidene)ammonium chloride; PPNCl, Hexaphenyldiphosphazenium chloride

IUPAC Name

triphenyl-[(triphenyl-lambda5-phosphanylidene)amino]phosphanium;chloride

Molecular Weight

574.03

Molecular Formula

C36H30ClNP2

Canonical SMILES

C1=CC=C(C=C1)P(=N[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.[Cl-];

InChI

LVRCYPYRKNAAMX-UHFFFAOYSA-M

InChI Key

InChI=1S/C36H30NP2.ClH/c1-7-19-31(20-8-1)38(32-21-9-2-10-22-32,33-23-11-3-12-24-33)37-39(34-25-13-4-14-26-34,35-27-15-5-16-28-35)36-29-17-6-18-30-36;/h1-30H;1H/q+1;/p-1

Melting Point

270-272 °C(lit.)

Purity

98%

Appearance

Solid

Storage

2-8°C

Complexity

607

Covalently-Bonded Unit Count

EC Number

258-552-5

Exact Mass

573.154g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

C1=CC=C(C=C1)P(=N[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6.[Cl-]

Monoisotopic Mass

573.154g/mol

NSC Number

245203

Rotatable Bond Count

Topological Polar Surface Area

12.4A^2

Application

Bis(triphenylphosphine)iminium chloride serves as an effective co-catalyst when used with a chiral Cobalt-salen complex for the asymmetric addition of carbon dioxide to propylene oxide, significantly enhancing reaction outcomes in the Suzuki reaction. Additionally, it is instrumental in the synthesis of 5-Hydroxy-clethodim Sulfoxide. For a broader exploration of its applications, particularly in sensor technologies, please visit our Sensor Applications portal.

April 5, 2025

Highly Effective Co-Catalyst for Research Applications

I've used Bis(triphenylphosphine)iminium chloride from Alfa Chemistry in Suzuki reactions and the asymmetric addition of CO2 to propylene oxide. It performs excellently, facilitating complex reactions efficiently. Highly recommend for advanced research.