Ethyl diethoxyphosphinylformate

Base Information

• Chemical Name: Ethyl diethoxyphosphinylformate
• CAS No.: 1474-78-8
• Deprecated CAS: 1071716-58-9
• Molecular Formula: C7H15 O5 P
• Molecular Weight: 210.167
• Hs Code.: 2931900090
• European Community (EC) Number: 216-016-8
• NSC Number: 108684
• UNII: TUX6M928ID
• DSSTox Substance ID: DTXSID3061718
• Nikkaji Number: J206.679C
• Wikidata: Q27290391
• Mol file: 1474-78-8.mol

Synonyms:ethyl diethyl-phosphonoformate;phosphonoformic acid, triethyl ester

Chemical Property of Ethyl diethoxyphosphinylformate

Chemical Property:

• Appearance/Colour: Clear, colorless liquid.
• Vapor Pressure: 0.00947mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 135 ºC (12 mmHg)
• Flash Point: >110 ºC
• PSA: 71.64000
• Density: 1.11
• LogP: 2.40900
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 210.06571057
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99.9% ^*data from raw suppliers

Diethyl(Ethoxycarbonyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 24/25-36/37-26-37-24

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)P(=O)(OCC)OCC
• Uses: Diethyl (Ethoxycarbonyl)phosphonate is an impurity in the synthesis of Foscarnet (F727400), an inhibitor of viral DNA polymerase and reverse transcriptase. Foscarnet is used as an antiviral.

Technology Process of Ethyl diethoxyphosphinylformate

There total 10 articles about Ethyl diethoxyphosphinylformate 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%

chloroformic acid ethyl ester (541-41-3) + triethyl phosphite (122-52-1) → triethyl phosphonoformate (1474-78-8)

Guidance literature:

DOI:10.1016/S0040-4020(98)00767-4

Reference yield: 85.0%

→ triethyl phosphonoformate (1474-78-8)

Guidance literature:

Reference yield: 80.0%

dimethoxymethyl phosphonic acid dimethyl ester (30410-95-8) → triethyl phosphonoformate (1474-78-8)

Guidance literature:

With N-Bromosuccinimide; In benzene; for 1h; Heating; argon atmosphere;

upstream raw materials:

sodium diethyl phosphite

chloroformic acid ethyl ester

triethyl phosphite

ethanol

Downstream raw materials:

diethyl carbamoylphosphonate

(5-ethoxy-2,2-dimethyl-4-phenyl-2,5-dihydro-oxazol-5-yl)-phosphonic acid diethyl ester

triethyl phosphate

ethylphosphonic acid diethyl ester

Refernces

• 1、 Maeda, Hatsuo,Takahashi, Kenji,Ohmori, Hidenobu. "Reactions of acyl tributylphosphonium chlorides and dialkyl acylphosphonates with Grignard and organolithium reagents". . p. 12233 - 12242. Retrieved 2007/10/03.
• 2、 Rol'nik, L. Z.,Pastushenko, E. V.,Livantsov, M. V.,Proskurnina, M. V.,Zlot-skii, S. S.,Rakhmankulov, D. L.. "FREE-RADICAL REACTIONS OF (DIALKOXYPHOSPHINYL) FORMALDEHYDE ACETALS". . p. 1104 - 1109. Retrieved 2007/10/02.