14796-89-5

Basic information

• Product Name: N-(Triphenylphosphoranylidene)-4-methoxyaniline
• Synonyms: N-(4-Methoxyphenyl)-P,P,P-triphenylphosphine imide;N-(p-Methoxyphenyl)triphenylphosphine imide;N-(Triphenylphosphoranylidene)-4-methoxyaniline;N-(4-methoxyphenyl)-1,1,1-triphenyl-lambda5-phosphanimine
• CAS NO: 14796-89-5
• Molecular Formula: C₂₅H₂₂NOP
• Molecular Weight: 383.42
• Mol File: 14796-89-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 117-118 °C
• Boiling Point: 541.8±52.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• CAS DataBase Reference: N-(Triphenylphosphoranylidene)-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Triphenylphosphoranylidene)-4-methoxyaniline(14796-89-5)
• EPA Substance Registry System: N-(Triphenylphosphoranylidene)-4-methoxyaniline(14796-89-5)

Safety Data

• Hazardous Substances Data: 14796-89-5(Hazardous Substances Data)

Upstream product

• 56-23-5 tetrachloromethane 
• 2101-87-3 p-methoxy-phenylazide 
• 603-35-0 triphenylphosphine 
• 1516-21-8 4-methoxynitrosobenzene 
• 104-94-9 4-methoxy-aniline 
• 1034-39-5 dibromotriphenylphosphorane 

Downstream Products

• 10076-13-8 N,N'-bis(4-methoxyphenyl)carbodiimide 

Relevant articles and documents

Substrate-Selective Olefin Hydrogenation with a Cavitand-Based Bis(N-anisyl iminophosphorane)

A distally-substituted resorcin[4]arene cavitand equipped with two remote N-anisyl-imino-phosphoranyl (AIP) units has been synthesised and assessed in the competitive hydrogenation of α-olefins (rhodium catalyst). A substrate-selectivity factor of 39.2 in

Staudinger reaction using 2,6-dichlorophenyl azide derivatives for robust aza-ylide formation applicable to bioconjugation in living cells

Efficient formation of water- and air-stable aza-ylides has been achieved using the Staudinger reaction between electron-deficient aromatic azides such as 2,6-dichlorophenyl azide and triarylphosphines. The reaction proceeds rapidly and has been successfully applied to chemical modification of proteins in living cells.

Kinetics and mechanism of the nitrosobenzene deoxygenation by trivalent phosphorous compounds

The reaction of aryl nitroso compounds with organic phosphines and phosphites in aerated media is a convenient non-photolytic procedure to generate aromatic nitroso oxides. The reaction rate constants and activation parameters of the key (for the proposed method of nitroso oxide generation) reaction of nitrosobenzene with tripenyl phosphite or para-substituted phosphines (4-RC 6H4)3P (R = MeO, Me, H, F), as well as that of para-methoxynitrosobenzene with triphenylphosphine in acetonitrile were determined by kinetic spectrophotometry and chemiluminescence. A significant transfer of the electron density to the nitroso compound occurs in the transition state of the reaction as was revealed using the Hammett correlation analysis and DFT calculations in the M06L/6-311+G(d,p) approximation. The introduction of the electron-donor substituent MeO into the para-position of PhNO decreases the reactivity of the nitroso compound by two orders of magnitude. The reactivity of triphenyl phosphite in the oxygen atom transfer reaction is lower by two orders of magnitude compared to that of triphenylphosphine. In the case of the reactions of PhNO with phosphines, the apparent rate constant depends on the oxygen content in the reaction medium.