24082-36-8

Basic information

• Product Name: (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE
• Synonyms: (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE;diphenyl-n-triphenylphosphoranylidene-phosphinicamid;diphenyl-n-triphenylphosphoranylidenephosphinicamide;Diphenyl[N-(triphenylphosphoranylidene)amino]phosphine oxide;Triphenyl(diphenylphosphinylimino)phosphorane
• CAS NO: 24082-36-8
• Molecular Formula: C₃₀H₂₅NP₂
• Molecular Weight: 477.47
• Mol File: 24082-36-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 601.3±38.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE(CAS DataBase Reference)
• NIST Chemistry Reference: (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE(24082-36-8)
• EPA Substance Registry System: (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE(24082-36-8)

Safety Data

• Hazardous Substances Data: 24082-36-8(Hazardous Substances Data)

Usage

General Description

(DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE is a chemical compound with the molecular formula C27H24NP2. It is a phosphonium salt and a phosphorane derivative, containing both phosphorus and nitrogen atoms. (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE is a strong base and can be used as a catalyst in various organic reactions. It is a colorless to pale yellow solid, and its properties make it useful in synthetic chemistry for the formation of carbon-heteroatom bonds. (DIPHENYLPHOSPHONIMIDO)TRIPHENYLPHOSPHORANE is also known to be a potent and highly reactive reagent, which makes it potentially hazardous and requires careful handling and storage.

Upstream product

• 38011-30-2 bis(triphenyl-λ⁵-phosphanylidene)ammonium fluoride 
• 21050-13-5 bis(triphenylphosphine)iminium chloride 
• 15729-44-9 amino(triphenyl)phosphonium chloride 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 1308315-78-7 [Au(N-diphenylphosphinotriphenylphosphinimine)2]Cl 
• 1308315-76-5 [AuCl(N-diphenylphosphinotriphenylphosphinimine)] 

Relevant articles and documents

Bis(triphenyl-λ5-phosphanylidene)ammonium fluoride: A reactive fluoride source to access the hypervalent silicates [Me nSiF5-n]- (n = 0-3)

A new synthesis of bis(triphenyl-λ5-phosphanylidene) ammonium fluoride ((Ph3PNPPh3)F, abbreviated as (PNP)F), is described. The title compound has been fully characterized by multinuclear NMR spectroscopy, vibrational spectroscopy, elemental analysis and single crystal and powder X-ray diffraction for the first time. In the solid state (PNP)F exists as a covalent molecular compound, in which the fluoride ion is asymmetrically bonded to the two phosphorus atoms of the [PNP]+ cation. The phosphorus-fluorine bond with 181.98(13) pm is surprisingly long and the longest P-F bond in any phosphorane. (PNP)F can be assumed to be a very good source of reactive fluoride. To investigate the fluoride ion donating properties, (PNP)F was reacted with a range of different fluoromethylsilanes MenSiF4-n (n = 0-4). Reactions of (PNP)F with the fluoromethylsilanes were performed in aceto- or propionitrile and in 1,2-dimethoxyethane under inert conditions. The resulting hypervalent fluoromethylsilicates [MenSiF5-n]- (n = 0-3) were fully characterized by multinuclear NMR and vibrational spectroscopy and single crystal X-ray diffraction. From the reaction of (PNP)F with Me 4Si in acetonitrile, the starting materials were recovered unchanged. To aid the understanding of the experimental results the fluoride ion affinities (FIA) for these silanes have been calculated by DFT calculations on the PBE0/def2-TZVPP level of theory. The fluoride ion affinity in the series of MenSiF4-n (n = 0-4) decreases with the number of methyl groups and is too low for Me4Si to bind a fluoride ion under these reaction conditions.

A new and convenient method for the synthesis of strong non-ionic bases

Various strong non-ionic phosphazene bases were obtained by a new, efficient and very simple method involving the lithium phosphonium azayldiide Ph3P=NLi (2) as a precursor. The Royal Society of Chemistry 2006.