Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl ester

Base Information

• Chemical Name: Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl ester
• CAS No.: 144659-36-9
• Molecular Formula: C11H14NO8P
• Molecular Weight: 319.208
• DSSTox Substance ID: DTXSID10435081
• Mol file: 144659-36-9.mol

Synonyms:144659-36-9;Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl ester;DTXSID10435081;FDFUMYQHOIREGE-UHFFFAOYSA-N;(Dimethoxyphosphinyl)hydroxyacetic Acid (4-nitrophenyl)methyl ester

Chemical Property of Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl ester

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 319.04570340
• Heavy Atom Count: 21
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C(C(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])O)OC

Technology Process of Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl ester

There total 4 articles about Acetic acid, (dimethoxyphosphinyl)hydroxy-, (4-nitrophenyl)methyl 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: 69.0%

p-nitrobenzyl glyoxylate monohydrate (83654-96-0) + Dimethyl phosphite (868-85-9) → acetic acid, (dimethoxyphosphinyl)hydroxy-(4-nitrophenyl)methyl ester (144659-36-9)

Guidance literature:

In ethyl acetate; for 4h; Heating;

DOI:10.1080/00397919408011714

Reference yield:

methyl phosphite (96-36-6,868-85-9) + p-nitrobenzyl glyoxylate (64370-35-0) → acetic acid, (dimethoxyphosphinyl)hydroxy-(4-nitrophenyl)methyl ester (144659-36-9)

Guidance literature:

toluene-4-sulfonic acid; In ethyl acetate; benzene;

Reference yield:

bis-p-nitrobenzyl tartrate (64406-67-3) → acetic acid, (dimethoxyphosphinyl)hydroxy-(4-nitrophenyl)methyl ester (144659-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / periodic acid / tetrahydrofuran / 2.5 h / 30 °C

2: 69 percent / ethyl acetate / 4 h / Heating

With periodic acid; In tetrahydrofuran; ethyl acetate;

DOI:10.1080/00397919408011714

upstream raw materials:

p-nitrobenzyl glyoxylate monohydrate

Dimethyl phosphite

bis-p-nitrobenzyl tartrate

1-bromomethyl-4-nitro-benzene