Diphenyl phosphoramidate

Base Information

• Chemical Name: Diphenyl phosphoramidate
• CAS No.: 2015-56-7
• Molecular Formula: C12H12 N O3 P
• Molecular Weight: 249.206
• Hs Code.: 2929909090
• European Community (EC) Number: 217-945-1
• NSC Number: 2043
• UNII: 7FU5Z7Q6RE
• DSSTox Substance ID: DTXSID1073284
• Nikkaji Number: J102.977K
• ChEMBL ID: CHEMBL1893334
• Mol file: 2015-56-7.mol

Synonyms:amidophosphoric acid, diphenyl ester

Chemical Property of Diphenyl phosphoramidate

Chemical Property:

• Vapor Pressure: 1.29E-05mmHg at 25°C
• Melting Point: 147-149°C
• Boiling Point: 368.2°Cat760mmHg
• PKA: -2.62±0.70(Predicted)
• Flash Point: 176.5°C
• PSA: 71.36000
• Density: 1.29g/cm³
• LogP: 3.91150
• Water Solubility.: Insoluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 249.05548024
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

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

DIPHENYL PHOSPHOROAMIDATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OP(=O)(N)OC2=CC=CC=C2
• Uses: Diphenyl phosphoramidate is used as primary and secondary intermediates.

Technology Process of Diphenyl phosphoramidate

There total 22 articles about Diphenyl phosphoramidate 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%

chlorophosphoric acid diphenyl ester (2524-64-3) → diphenylphosphoroamidate (2015-56-7)

Guidance literature:

With ammonia; In diethyl ether;

DOI:10.1039/b103501k

Reference yield: 97.6%

O,O-Diphenyl-N-chlorophosphoramidat (75119-98-1) + para-thiocresol (106-45-6) → di(p-tolyl) disulfide (103-19-5) + diphenylphosphoroamidate (2015-56-7)

Guidance literature:

With pyridine; In benzene; for 1h;

Reference yield: 89.0%

diphenyl phosphoryl azide (26386-88-9) → diphenylphosphoroamidate (2015-56-7)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; at 0 - 35 ℃; for 0.5h;

DOI:10.1080/00397910008087078

upstream raw materials:

tetrachloromethane

diphenyl hydrogen phosphite

chlorophosphoric acid diphenyl ester

phenol

Downstream raw materials:

N-trimethylsilanyl-amidophosphoric acid diphenyl ester

Bis(p-nitrophenyl) phosphate

diphenoxyphosphoryl-triphenoxyphosphoranyliden-amine

(diphenoxyphosphorylimido)trichlorophosphate

Refernces

• 1、 Audrieth,Toy. "-". . p. 2117. Retrieved 1941.
• 2、 Vyas, Shubham,Muthukrishnan, Sivaramakrishnan,Kubicki, Jacek,McCulla, Ryan D.,Burdzinski, Gotard,Sliwa, Michel,Platz, Matthew S.,Hadad, Christopher M.. "Ultrafast spectroscopy and computational study of the photochemistry of diphenylphosphoryl azide: Direct spectroscopic observation of a singlet phosphorylnitrene". . p. 16796 - 16804. Retrieved 2010.
• 3、 Raja Ram,Purushothama Chary,Salahuddin,Iyengar. "An efficient chemoselective production of amines from azides using AlCl3/NaBH4". . p. 935 - 937. Retrieved 2007/10/03.