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Bis(triphenylphosphine)iminium chloride

Catalog Number
ACM21050135
Product Name
Bis(triphenylphosphine)iminium chloride
Structure
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CAS
21050-13-5
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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
2
EC Number
258-552-5
Exact Mass
573.154g/mol
H-Bond Acceptor
2
Heavy Atom Count
40
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
7
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.

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