1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride

Name: 1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride
Brand: ChemScene
Availability: InStock
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CAS No. 21050-13-5
Cat. No. CS-W009376
Purity≥98%
MDL No.MFCD30176445

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride|CS-W009376

Structure of 21050-13-5

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General Information

CAS No. 21050-13-5
Cat. No. CS-W009376
Purity ≥98%
MDL No. MFCD30176445
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₃₀ClNP₂
Molecular Weight 574.04
Synonym(s) Bis(triphenylphosphine)iminium chloride~PPNCl
SMILES C1(P(C2=CC=CC=C2)(C3=CC=CC=C3)=[N+]=P(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6)=CC=CC=C1.[Cl-]

Application

1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride serves as a stable, bench-ready phosphorus ylide precursor enabling efficient Wittig-type olefination reactions. Its robust triphenylphosphine-based structure provides excellent functional group tolerance and ease of handling, facilitating the synthesis of stereodefined alkenes under mild conditions. This reagent functions reliably in complex molecule assembly, particularly in the construction of conjugated systems and heterocyclic scaffolds common in medicinal chemistry workflows.

Synthesis

Route1
- 119435-51-7
- ~%
- 15634-63-6
- In-stock
  
  21050-13-5
References
- Journal of the American Chemical Society, , vol. 111, # 10 p. 3591 - 3597
Route2
- 603-35-0
- ~69%
- In-stock
  
  21050-13-5
- In-stock
  
  3878-45-3
References
- Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry, , vol. 34, # 12 p. 961 - 966
Route3
- 20545-30-6
- ~%
- In-stock
  
  21050-13-5
References
- Lacour, Marie-Agnes; Zablocka, Maria; Duhayon, Carine; Majoral, Jean-Pierre; Taillefer, Marc Advanced Synthesis and Catalysis, 2008 , vol. 350, # 17 p. 2677 - 2682

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H332-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 14.1
LogP 3.413
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Catalysts and Ligands Ligands Achiral Mono/Dual Phosphorus Ligands Aryl Phosphorus(Double Phosphorus) Ligands

Material Science Polymer/Macromolecule Reagents Polymerization Reagents Polymerization Catalysts

Catalysis Cross-Coupling Phosphine Ligands

Catalysis Cross-coupling Reaction using Transition Metal Catalysts Phosphine Ligands

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1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride

CAS No. 21050-13-5

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