N-(Triphenylphosphoranylidene)-4-methoxyaniline

Base Information

• Chemical Name: N-(Triphenylphosphoranylidene)-4-methoxyaniline
• CAS No.: 14796-89-5
• Molecular Formula: C25H22NOP
• Molecular Weight: 383.43
• Hs Code.: 2931900090
• Mol file: 14796-89-5.mol

Synonyms:N-(4-Methoxyphenyl)-P,P,P-triphenylphosphine imide;N-(p-Methoxyphenyl)triphenylphosphine imide;N-(Triphenylphosphoranylidene)-4-methoxyaniline

Chemical Property of N-(Triphenylphosphoranylidene)-4-methoxyaniline

Chemical Property:

• Melting Point: 117-118 °C
• Boiling Point: 541.8±52.0 °C(Predicted)
• PSA: 31.40000
• Density: 1.09±0.1 g/cm3(Predicted)
• LogP: 5.50440

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(Triphenylphosphoranylidene)-4-methoxyaniline

There total 9 articles about N-(Triphenylphosphoranylidene)-4-methoxyaniline 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: 100.0%

p-methoxy-phenylazide (2101-87-3) + triphenylphosphine (603-35-0) → 4-methoxy-N-(triphenylphosphoran-ylidene)-aniline (14796-89-5)

Guidance literature:

In toluene; at 60 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201601125

Reference yield:

p-methoxy-phenylazide (2101-87-3) + triphenylphosphine (603-35-0) → 4-methoxy-N-(triphenylphosphoran-ylidene)-aniline (14796-89-5) + 4-methoxy-aniline (104-94-9)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c8cc00179k

Reference yield:

4-methoxy-aniline (104-94-9) + triphenylphosphine (603-35-0) → 4-methoxy-N-(triphenylphosphoran-ylidene)-aniline (14796-89-5)

Guidance literature:

triphenylphosphine; With bromine; In benzene; at -5 - 20 ℃; for 1.33333h; Inert atmosphere;

4-methoxy-aniline; With triethylamine; In benzene; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201000469

upstream raw materials:

4-methoxy-aniline

dibromotriphenylphosphorane

tetrachloromethane

p-methoxy-phenylazide

Downstream raw materials:

N,N'-bis(4-methoxyphenyl)carbodiimide

N-(4-methoxyphenyl)-3-phenyl-1,1,1-trifluoropropan-2-imine

N-(4-methoxyphenyl)-1,1,1-trifluorobutan-2-imine

N-(4-methoxyphenyl)-2,2,2-trifluoro-1-(3-methylphenyl)ethan-1-imine

Refernces

• 1、 Carsch, Kurtis M.,Lukens, James T.,Dimucci, Ida M.,Iovan, Diana A.,Zheng, Shao-Liang,Lancaster, Kyle M.,Betley, Theodore A.. "Electronic Structures and Reactivity Profiles of Aryl Nitrenoid-Bridged Dicopper Complexes". supporting information. p. 2264 - 2276. Retrieved 2020/02/18.
• 2、 Foster, Robert S.,Adams, Harry,Jakobi, Harald,Harrity, Joseph P. A.. "Synthesis of 4-fluoromethylsydnones and their participation in alkyne cycloaddition reactions". . p. 4049 - 4064. Retrieved 2013/06/05.