Phenylphosphoramidic acid diisopropyl ester

Base Information

• Chemical Name: Phenylphosphoramidic acid diisopropyl ester
• CAS No.: 1666-10-0
• Molecular Formula: C12H20 N O3 P
• Molecular Weight: 257.269
• DSSTox Substance ID: DTXSID60937222
• Nikkaji Number: J3.240.324G
• Wikidata: Q82913428
• Mol file: 1666-10-0.mol

Synonyms:Diisopropyl anilidophosphate;Phenylphosphoramidic acid diisopropyl ester;BRN 2734571;Phosphoramidic acid, phenyl-, diisopropyl ester;Phosphoramidic acid, phenyl-, bis(1-methylethyl) ester;1666-10-0;diisopropyl phenylphosphoramidate;DTXSID60937222;Dipropan-2-yl N-phenylphosphoramidate;LS-107356;N-Phenylamidophosphoric acid diisopropyl ester

Chemical Property of Phenylphosphoramidic acid diisopropyl ester

Chemical Property:

• Vapor Pressure: 0.000497mmHg at 25°C
• Boiling Point: 313.4°C at 760 mmHg
• Flash Point: 143.3°C
• Density: 1.123g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 257.11808050
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(NC1=CC=CC=C1)OC(C)C

Technology Process of Phenylphosphoramidic acid diisopropyl ester

There total 12 articles about Phenylphosphoramidic acid diisopropyl 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: 91.0%

methanesulfonic phosphoric anhydride, diisopropyl ester (82220-45-9) + aniline (62-53-3) → N-phenyl-N-diisopropylphosphoramidate (1666-10-0) + anilinium methanesulfonate (82220-46-0)

Guidance literature:

In benzene; for 1h; Ambient temperature;

Reference yield: 85.0%

sodium diisopropyl phosphite (27344-79-2) + N-phenylsulfinylamine (222851-56-1) → N-phenyl-N-diisopropylphosphoramidate (1666-10-0)

Guidance literature:

at 20 ℃;

Reference yield: 64.0%

diisopropyl hydrogenphosphonate (1809-20-7) + aniline (62-53-3) → N-phenyl-N-diisopropylphosphoramidate (1666-10-0)

Guidance literature:

With copper(I) bromide; In ethyl acetate; at 20 ℃; for 22h; Green chemistry;

DOI:10.1016/j.tetlet.2013.09.006

upstream raw materials:

triisopropyl phosphite

Diisopropyl chlorophosphate

aniline

diisopropyl hydrogenphosphonate

Downstream raw materials:

aniline hydrochloride

(Diisopropoxy-phosphoryl)-phenyl-aminocarbothioyl)-carbamic acid isopropyl ester

(Diisopropoxy-phosphoryl)-phenyl-aminocarbonyl)-carbamic acid ethyl ester

(Diisopropoxy-phosphoryl)-phenyl-aminocarbothioyl)-carbamic acid methyl ester

Refernces

• 1、 Kaboudin, Babak,Donyavi, Atousa,Kazemi, Foad. "Trichloroisocyanuric Acid as an Efficient Reagent for the Synthesis of Phosphoroamidates via Atherton-Todd Reaction under Base-Free Conditions". . p. 170 - 174. Retrieved 2017/09/28.
• 2、 Wang, Gao,Yu, Qing-Ying,Chen, Shan-Yong,Yu, Xiao-Qi. "Copper-catalyzed aerobic oxidative cross-coupling of arylamines and dialkylphosphites leading to N-arylphosphoramidates". supporting information. p. 6230 - 6232. Retrieved 2013/10/22.