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

Base Information

• Chemical Name: 1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride
• CAS No.: 21050-13-5
• Molecular Formula: C36H30ClNP2
• Molecular Weight: 574.041
• Hs Code.: 2931900090
• European Community (EC) Number: 258-552-5,244-170-6
• NSC Number: 245203,177784
• DSSTox Substance ID: DTXSID90201600
• Wikipedia: Bis(triphenylphosphine)iminium_chloride
• Wikidata: Q172272
• Mol file: 21050-13-5.mol

Synonyms:bis(triphenylphosphoranylidene)ammonium;bis(triphenylphosphoranylidene)ammonium, (SP-5-21)-tetrachlorooxotechnetate(1-);bis(triphenylphosphoranylidene)ammonium, tetracarbonylcobaltate(1-);C-PNP

Chemical Property of 1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride

Chemical Property:

• Melting Point: 270-272 °C(lit.)
• PSA: 35.76000
• LogP: 7.76270
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Moderately soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 573.1542017
• Heavy Atom Count: 40
• Complexity: 607

Purity/Quality:

99% ^*data from raw suppliers

Bis(triphenylphosphoranylidene)ammonium chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20
• Safety Statements: 26-36-38-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• 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-]
• Uses: suzuki reaction Co-catalyst used with a chiral Cobalt-salen complex for the asymmetric addition of carbon dioxide to propylene oxide. Also used in the preparation of 5-Hydroxy-clethodim Sulfoxide. Bis(triphenylphosphoranylidene)ammonium chloride was used in two-phase titration and electrochemistry, done for physiochemical characterization of sildenafil. It was also used in cyclic voltammetry reactions, used to study ion transfer (IT) and electron transfer (ET), at a liquid-liquid interface supported on a metallic electrode.

Technology Process of 1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride

There total 24 articles about 1,1,1-Triphenyl-N-(triphenylphosphoranylidene)phosphoraniminium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

{bis(triphenylphosphine)nitrogen}{triruthenium(μ-Cl)(μ3-η2-diphenylacetylene)(nonacarbonyl)} + bis-diphenylphosphinomethane (2071-20-7) → {triruthenium(μ3-η2-diphenylacetylene)(μ-η2-bis(diphenylphosphino)methane)(μ-carbonyl)(heptacarbonyl)} + bis(triphenylphosphine)iminium chloride (21050-13-5)

Guidance literature:

With CO; In methanol; dichloromethane; methanol was added under CO to a mixture of the Ru-salt and bis(diphenylphosphino)methane dissolved in CH2Cl2, crystn.; filtn., chromy. on silica gel (CH2Cl2/hexane, 1/4), recrystn. (CH2Cl2/methanol), elem. anal.;

Reference yield: 27.0%

p-nitro-N-(triphenylphosphoranylidene)benzenesulfenamide (17154-23-3) → bis(triphenylphosphine)iminium chloride (21050-13-5) + triphenylphosphonium-bis(p-nitrophenylthio)methylide

Guidance literature:

With tetrachloromethane; triethylamine; In acetonitrile; for 3h; Ambient temperature;

Reference yield: 27.0%

tetrachloromethane (56-23-5) + p-nitro-N-(triphenylphosphoranylidene)benzenesulfenamide (17154-23-3) → bis(triphenylphosphine)iminium chloride (21050-13-5) + triphenylphosphonium-bis(p-nitrophenylthio)methylide

Guidance literature:

With triethylamine; In acetonitrile; for 3h; Ambient temperature;

upstream raw materials:

amino(triphenyl)phosphonium chloride

tetrachloromethane

p-nitro-N-(triphenylphosphoranylidene)benzenesulfenamide

2-nitrobenzyl thiocyanate

Downstream raw materials:

bis salt of 3,6-dihydroxy-1,2,4,5-benzenetetracarbonitrile

bis(triphenylphosphine)iminium thiocyanate

3-Nitrobenzyl chloride

2-nitrobenzyl chloride

Refernces

• 1、 Bogdándi, Virág,Ditrói, Tamás,Bátai, István Zoárd,Sándor, Zoltán,Minnion, Magdalena,Vasas, Anita,Galambos, Klaudia,Buglyó, Péter,Pintér, Erika,Feelisch, Martin,Nagy, Péter. "Nitrosopersulfide (SSNO-) is a unique cysteine polysulfidating agent with reduction-resistant bioactivity". . p. 1277 - 1294. Retrieved 2020.
• 2、 Lacour, Marie-Agnes,Zablocka, Maria,Duhayon, Carine,Majoral, Jean-Pierre,Taillefer, Marc. "Efficient phosphorus catalysts for the halogen-exchange (Halex) reaction". supporting information; experimental part. p. 2677 - 2682. Retrieved 2009/10/20.