Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester

Base Information

• Chemical Name: Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester
• CAS No.: 18995-02-3
• Molecular Formula: C18H17N2O2P
• Molecular Weight: 324.319
• DSSTox Substance ID: DTXSID90367932
• Nikkaji Number: J1.834.738E
• Wikidata: Q82154130
• ChEMBL ID: CHEMBL1724798
• Mol file: 18995-02-3.mol

Synonyms:Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester;18995-02-3;N-[anilino(phenoxy)phosphoryl]aniline;Oprea1_055725;Oprea1_596841;MLS000391719;SCHEMBL7740418;CHEMBL1724798;DTXSID90367932;HMS2618F13;AKOS001031046;phenyl N,N'-diphenylphosphorodiamidate;SMR000260754;N,N'-Diphenyldiamidophosphoric acid phenyl ester;SR-01000030228;SR-01000030228-1;Z56800888

Chemical Property of Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester

Chemical Property:

• Melting Point: 126 °C
• Boiling Point: 453.5±28.0 °C(Predicted)
• PKA: -0.25±0.38(Predicted)
• PSA: 60.17000
• Density: 1.303±0.06 g/cm3(Predicted)
• LogP: 5.54370
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 324.10276479
• Heavy Atom Count: 23
• Complexity: 363

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NP(=O)(NC2=CC=CC=C2)OC3=CC=CC=C3
• Uses: Diphenyl-1-pyrenylphosphine is a fluoregenic peroxide reactive probe.

Technology Process of Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester

There total 10 articles about Phosphorodiamidic acid, N,N'-diphenyl-, phenyl ester 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: 88.0%

aniline (62-53-3) + Phenyl N-phenylphosphoramidochloridate (51766-21-3) → phenyl (N,N'-phenyl)phosphorodiamidate (18995-02-3)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

Reference yield: 18.0%

O-phenyl phosphorodichloridate (770-12-7) + aniline (62-53-3) → phenyl (N,N'-phenyl)phosphorodiamidate (18995-02-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.202101062

Reference yield:

aniline (62-53-3) + phenol (108-95-2,27073-41-2) → phenyl (N,N'-phenyl)phosphorodiamidate (18995-02-3) + phenyl-amidophosphoric acid diphenyl ester (3848-51-9)

Guidance literature:

phenol; With magnesium chloride; trichlorophosphate; In 1,2-dichloro-ethane; at 70 - 100 ℃; for 2h;

aniline; With triethylamine; In dichloromethane; 1,2-dichloro-ethane; at 30 - 70 ℃; for 2h; Overall yield = 76.55 %; Overall yield = 48.54 g;

upstream raw materials:

O-phenyl phosphorodichloridate

aniline

N,N'-diphenylphosphorodiamidic chloride

phenol