6372-21-0

Basic information

• Product Name: diphenyl cyclohexylphosphoramidate
• CAS NO: 6372-21-0
• Molecular Formula: C₁₈H₂₂NO₃P
• Molecular Weight: 331.3459
• Mol File: 6372-21-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 436.8°C at 760 mmHg
• Flash Point: 218°C
• Density: 1.2g/cm³
• Vapor Pressure: 7.84E-08mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: diphenyl cyclohexylphosphoramidate(CAS DataBase Reference)
• NIST Chemistry Reference: diphenyl cyclohexylphosphoramidate(6372-21-0)
• EPA Substance Registry System: diphenyl cyclohexylphosphoramidate(6372-21-0)

Safety Data

• Hazardous Substances Data: 6372-21-0(Hazardous Substances Data)

Upstream product

• 108-91-8 cyclohexylamine 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 838-85-7 diphenyl hydrogen phosphate 
• 110-82-7 cyclohexane 
• 26386-88-9 diphenyl phosphoryl azide 

Downstream Products

• 55526-79-9 Cyclohexyl-thiophosphoramidic acid O,O'-diphenyl ester 
• 1759-67-7 Methyl-hydrogen- 
• 56826-85-8 Phosphorsaeure-phenylester-cyclohexylamid 
• 32405-87-1 dimethyl N-cyclohexylphosphoramidate 
• 93994-93-5 Diphenyl-N-chlor-N-cyclohexyl-phosphoramidat 

Relevant articles and documents

Solubility of cyclohexyl-phosphoramidic acid diphenyl ester in selected solvents

Cyclohexyl-phosphoramidic acid diphenyl ester (CPADE) was synthesized and characterized by elemental analysis (EA), mass spectrum (MS), infrared spectroscopy (IR) and nuclear magnetic resonance (NMR). The thermostability of CPADE was measured by thermogra

[RuIV(F20-TPP)Cl2]efficiently catalysed inter- and intra-molecular nitrene insertion into sp3 C-H bonds of hydrocarbons using phosphoryl azides as nitrene sources

[RuIV(F20-TPP)Cl2][H2(F 20-TPP) = meso-tetrakis(pentafluorophenyl)porphyrin] is an active catalyst for both inter- and intra-molecular nitrene insertion into sp 3 C-H bonds of hydrocarbons in good to high product yields using phosphoryl azides as nitrene sources. The Royal Society of Chemistry 2013.

Ultrafast spectroscopy and computational study of the photochemistry of diphenylphosphoryl azide: Direct spectroscopic observation of a singlet phosphorylnitrene

The photochemistry of diphenylphosphoryl azide was studied by femtosecond transient absorption spectroscopy, by chemical analysis of light-induced reaction products, and by RI-CC2/TZVP and TD-B3LYP/TZVP computational methods. Theoretical methods predicted two possible mechanisms for singlet diphenylphosphorylnitrene formation from the photoexcited phosphoryl azide. (i) Energy transfer from the (π,π*) singlet excited state, localized on a phenyl ring, to the azide moiety, thereby leading to the formation of the singlet excited azide, which subsequently loses molecular nitrogen to form the singlet diphenylphosphorylnitrene. (ii) Direct irradiation of the azide moiety to form an excited singlet state of the azide, which in turn loses molecular nitrogen to form the singlet diphenylphosphorylnitrene. Two transient species were observed upon ultrafast photolysis (260 nm) of diphenylphosphoryl azide. The first transient absorption, centered at 430 nm (lifetime (τ) ～ 28 ps), was assigned to a (π,π*) singlet S1 excited state localized on a phenyl ring, and the second transient observed at 525 nm (τ ～ 480 ps) was assigned to singlet diphenylphosphorylnitrene. Experimental and computational results obtained from the study of diphenyl phosphoramidate, along with the results obtained with diphenylphosphoryl azide, supported the mechanism of energy transfer from the singlet excited phenyl ring to the azide moiety, followed by nitrogen extrusion to form the singlet phosphorylnitrene. Ultrafast time-resolved studies performed on diphenylphosphoryl azide with the singlet nitrene quencher, tris(trimethylsilyl)silane, confirmed the spectroscopic assignment of singlet diphenylphosphorylnitrene to the 525 nm absorption band.