Triphenylphosphine phenylimide is the organophosphorus compound with the formula Ph3P=NPh (Ph = C6H5). It is a white solid that is soluble in organic solvents. The compound is a prototype of a large class of Staudinger reagents, resulting from the Staudinger reaction.
X-ray crystallography establishes that the P-N-C angle is bent (130.4°) and the P-N distance is 160 pm.[2]
References
^Staudinger, H; Meyer, Jules (1919). "Über neue organische Phosphorverbindungen III. Phosphinmethylenderivate und Phosphinimine". Helvetica Chimica Acta. 2: 635–646. doi:10.1002/hlca.19190020164.
^Eberhard Böhm; Kurt Dehnicke; Johannes Beck; Wolfgang Hiller; Joachim Strähle; Andreas Maurer; Dieter Fenske (1988). "Die Kristallstrukturen von Ph3PNPh, [Ph3PN(H)Ph][AuI2], und von 2,3-Bis(triphenylphosphoranimino)maleinsäure-N-methylimid (The Crystal Structures of Ph3PNPh, [Ph3PN(H)Ph][AuI2] and of 2,3-Bis(triphenylphosphoranimino)maleic Acid-N-methylimide)". Zeitschrift für Naturforschung B. 43 (2): 138–148. doi:10.1515/znb-1988-0202.
February 24, 2023
triphenylphosphine, phenylimide, organophosphorus, compound, with, formula, ph3p, c6h5, white, solid, that, soluble, organic, solvents, compound, prototype, large, class, staudinger, reagents, resulting, from, staudinger, reaction, namespreferred, iupac, name,. Triphenylphosphine phenylimide is the organophosphorus compound with the formula Ph3P NPh Ph C6H5 It is a white solid that is soluble in organic solvents The compound is a prototype of a large class of Staudinger reagents resulting from the Staudinger reaction Triphenylphosphine phenylimide NamesPreferred IUPAC name TetraphenylphosphanimineOther names Tetraphenylphosphine imideN Triphenylphosphoranylidene benzenamine Phenylimino triphenylphosphoraneN Triphenylphosphoranylidene anilineN Phenylimino triphenyl phosphoraneIdentifiersCAS Number 2325 27 13D model JSmol Interactive imageChemSpider 67888ECHA InfoCard 100 017 309EC Number 219 039 1PubChem CID 75352UNII 6L9PT46NGV YCompTox Dashboard EPA DTXSID80177820InChI InChI 1S C24H20NP c1 5 13 21 14 6 1 25 26 22 15 7 2 8 16 22 23 17 9 3 10 18 23 24 19 11 4 12 20 24 h1 20HKey PTLOPIHJOPWUNN UHFFFAOYSA NSMILES c1ccc cc1 N P c2ccccc2 c3ccccc3 c4ccccc4PropertiesChemical formula C 24H 20N PMolar mass 353 405 g mol 1Appearance White solidDensity 1 239 g cm3Melting point 131 132 C 268 270 F 404 405 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references The phosphine imides were first prepared in the laboratory of Nobelist Hermann Staudinger His synthesis involved the direct reaction of triphenylphosphine with phenylazide 1 Ph3P N3Ph Ph3P NPh N2X ray crystallography establishes that the P N C angle is bent 130 4 and the P N distance is 160 pm 2 References Edit Staudinger H Meyer Jules 1919 Uber neue organische Phosphorverbindungen III Phosphinmethylenderivate und Phosphinimine Helvetica Chimica Acta 2 635 646 doi 10 1002 hlca 19190020164 Eberhard Bohm Kurt Dehnicke Johannes Beck Wolfgang Hiller Joachim Strahle Andreas Maurer Dieter Fenske 1988 Die Kristallstrukturen von Ph3PNPh Ph3PN H Ph AuI2 und von 2 3 Bis triphenylphosphoranimino maleinsaure N methylimid The Crystal Structures of Ph3PNPh Ph3PN H Ph AuI2 and of 2 3 Bis triphenylphosphoranimino maleic Acid N methylimide Zeitschrift fur Naturforschung B 43 2 138 148 doi 10 1515 znb 1988 0202 Retrieved from https en wikipedia org w index php title Triphenylphosphine phenylimide amp oldid 1104974195, wikipedia, wiki, book, books, library,
