Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester
• CAS No.: 50652-91-0
• Molecular Formula: C11H16NO6P
• Molecular Weight: 289.225
• Hs Code.: 2931900090
• NSC Number: 43451
• DSSTox Substance ID: DTXSID501036289
• Nikkaji Number: J86.643A
• ChEMBL ID: CHEMBL1602919
• Mol file: 50652-91-0.mol

Synonyms:50652-91-0;NSC 43451;Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester;BRN 2596653;AI3-17795;alpha-Hydroxy-m-nitro-alpha-toluenephosphonic acid diethyl ester;alpha-Toluenephosphonic acid, alpha-hydroxy-3-nitro-, diethyl ester;Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester;4-07-00-00597 (Beilstein Handbook Reference);Phosphonic acid, [hydroxy(3-nitrophenyl)methyl]-, diethyl ester;MLS000766074;SCHEMBL7165895;CHEMBL1602919;DTXSID501036289;HMS2687C24;NSC43451;NSC-43451;STK204926;AKOS005415746;Diethyl hydroxy(m-nitrobenzyl)phosphonate;NCGC00245009-01;SMR000279780;LS-154085;diethyl [hydroxy(3-nitrophenyl)methyl]phosphonate;Diethyl hydroxy(3-nitrophenyl)methylphosphonate #;Diethyl P-[hydroxy(3-nitrophenyl)methyl]phosphonate;alpha-Hydroxy-3-nitrobenzylphosphonic acid diethyl ester;Phosphonic acid, hydroxy(3-nitrophenyl)methyl-, diethyl ester;.alpha.-Hydroxy-m-nitro-.alpha.-toluenephosphonic acid diethyl ester;Phosphonic acid, (hydroxy)(3-nitrophenyl)methyl-, diethyl ester;.alpha.-Toluenephosphonic acid, .alpha.-hydroxy-3-nitro-, diethyl ester;.alpha.-Toluenephosphonic acid, .alpha.-hydroxy-m-nitro-, diethyl ester

Chemical Property of Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester

Chemical Property:

• Vapor Pressure: 5.13E-08mmHg at 25°C
• Boiling Point: 426°Cat760mmHg
• Flash Point: 211.4°C
• PSA: 111.39000
• Density: 1.322g/cm³
• LogP: 3.37500
• 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:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl ester

There total 6 articles about Phosphonic acid, (hydroxy(3-nitrophenyl)methyl)-, diethyl 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: 99.0%

3-nitro-benzaldehyde (99-61-6) + phosphonic acid diethyl ester (762-04-9) → diethyl 1-hydroxy-1-(3-nitrophenyl)methylphosphonate (50652-91-0)

Guidance literature:

With (2,6-iPr₂PhNH)5SmLi₂(THF)2; In hexane; at 20 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4dt00522h

Reference yield: 97.0%

3-nitro-benzaldehyde (99-61-6) + triethyl phosphite (122-52-1) → diethyl 1-hydroxy-1-(3-nitrophenyl)methylphosphonate (50652-91-0)

Guidance literature:

With chloro-trimethyl-silane; lithium perchlorate; In diethyl ether; at 20 ℃; for 0.0833333h;

DOI:10.1080/10426500307904

Reference yield: 94.0%

Diethyl phosphonate (762-04-9,123-22-8) + 3-nitro-benzaldehyde (99-61-6) → diethyl 1-hydroxy-1-(3-nitrophenyl)methylphosphonate (50652-91-0)

Guidance literature:

Diethyl phosphonate; With [(Me₃Si)₂N]₃La(μ-Cl)Li(THF)₃; In toluene; for 0.166667h; Inert atmosphere;

3-nitro-benzaldehyde; In toluene; at 25 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/jo101743e

upstream raw materials:

3-nitro-benzaldehyde

phosphonic acid diethyl ester

triethyl phosphite

Diethyl phosphonate

Downstream raw materials:

diethyl [(3-{[6-(3-aminophenyl)pyrimidin-4-yl]amino}phenyl)(hydroxy)methyl]phosphonate

diethyl (3-{[6-(3-aminophenyl)pyrimidin-4-yl]amino}benzyl)phosphonate

diethyl [hydroxy(3-{[6-(3-nitrophenyl)pyrimidin-4-yl]amino}phenyl)methyl]phosphonate

diethyl (3-{[6-(3-nitrophenyl)pyrimidin-4-yl]amino}benzyl)phosphonate

Refernces

• 1、 -. "Method for synthesizing aromatic ring-containing alpha-hydroxyphosphonate through copper catalysis". Paragraph 0036-0038. . Retrieved 2020/05/01.
• 2、 Zeng, Tinghua,Qian, Qinqin,Wang, Yaorong,Yao, Yingming,Shen, Qi. "Synthesis and characterization of ytterbium guanidinates stabilized by bridged bis(phenolate) ligand and their application for the hydrophosphonylation reaction of aldehydes". . p. 14 - 20. Retrieved 2015/02/18.