Diethoxyphosphoryl-(2-nitrophenyl)methanol

Base Information

• Chemical Name: Diethoxyphosphoryl-(2-nitrophenyl)methanol
• CAS No.: 79202-15-6
• Molecular Formula: C11H16NO6P
• Molecular Weight: 289.225
• DSSTox Substance ID: DTXSID50404231
• Nikkaji Number: J1.310.950H
• Mol file: 79202-15-6.mol

Synonyms:diethoxyphosphoryl-(2-nitrophenyl)methanol;79202-15-6;DTXSID50404231;AKOS030695969;SR-01000027916;SR-01000027916-1;Z56780505;T0502-8958

Chemical Property of Diethoxyphosphoryl-(2-nitrophenyl)methanol

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 289.07152423
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOP(=O)(C(C1=CC=CC=C1[N+](=O)[O-])O)OCC

Technology Process of Diethoxyphosphoryl-(2-nitrophenyl)methanol

There total 4 articles about Diethoxyphosphoryl-(2-nitrophenyl)methanol 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%

phosphonic acid diethyl ester (762-04-9) + 2-nitro-benzaldehyde (552-89-6) → diethyl (hydroxy)(2-nitrophenyl)methylphosphonate (79202-15-6)

Guidance literature:

With triethylamine; In neat (no solvent); at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201701150

Reference yield: 93.0%

2-nitro-benzaldehyde (552-89-6) + triethyl phosphite (122-52-1) → diethyl (hydroxy)(2-nitrophenyl)methylphosphonate (79202-15-6)

Guidance literature:

With Oxone; In methanol; at 20 ℃; for 0.116667h;

DOI:10.1002/ardp.201200192

Reference yield:

phosphonic acid diethyl ester (762-04-9) + 2-nitro-benzaldehyde (552-89-6) → O-(o-nitrobenzyl) O',O''-diethyl phosphate + diethyl (hydroxy)(2-nitrophenyl)methylphosphonate (79202-15-6)

Guidance literature:

With C₄₀H₅₈N₄; In ethanol; at 50 ℃; for 2h; Solvent; Inert atmosphere;

DOI:10.1016/j.molcata.2014.08.004

upstream raw materials:

phosphonic acid diethyl ester

2-nitro-benzaldehyde

triethyl phosphite

Downstream raw materials:

diethyl α,α-bromofluoro-2-nitrobenzylphosphonate

diethyl α,α-chlorofluoro-2-nitrobenzylphosphonate

diethyl α-chloro-2-nitrobenzylphosphonate

(R)-4-[(E)-2-(2-Isocyano-phenyl)-vinyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Refernces

• 1、 Rádai, Zita,Windt, Tímea,Nagy, Veronika,Füredi, András,Kiss, Nóra Zsuzsa,Ranelovi?, Ivan,Tóvári, József,Keglevich, Gy?rgy,Szakács, Gergely,Tóth, Szilárd. "Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes". supporting information. p. 14028 - 14035. Retrieved 2019/09/18.
• 2、 Grün, Alajos,Rádai, Zita,S?regi-Nagy, Dávid Illés,Greiner, István,Keglevich, Gy?rgy. "Rational synthesis of α-hydroxyphosphonic derivatives including dronic acids". . p. 386 - 387. Retrieved 2019/01/18.