32806-04-5

Basic information

• Product Name: Diethyl (Methoxymethyl)phosphonate
• Synonyms: Diethyl (Methoxymethyl)phosphonate;(Methoxymethyl)phosphonic Acid Diethyl Ester;15895-A1;1-[ethoxy(methoxymethyl)phosphoryl]oxyethane
• CAS NO: 32806-04-5
• Molecular Formula: C₆H₁₅O₄P
• Molecular Weight: 182.154661
• Mol File: 32806-04-5.mol

Chemical Properties

• Boiling Point: 88°C/6mmHg(lit.)
• Flash Point: 100.779°C
• Appearance: /
• Density: 1.066g/cm³
• Vapor Pressure: 0.175mmHg at 25°C
• Refractive Index: 1.4220-1.4260
• CAS DataBase Reference: Diethyl (Methoxymethyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl (Methoxymethyl)phosphonate(32806-04-5)
• EPA Substance Registry System: Diethyl (Methoxymethyl)phosphonate(32806-04-5)

Safety Data

• Hazardous Substances Data: 32806-04-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl (Methoxymethyl)phosphonate is used as a starting material for the synthesis of biologically active organophosphorus compounds, which have potential applications in the development of pharmaceuticals targeting various diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical industry, Diethyl (Methoxymethyl)phosphonate is utilized as an intermediate in the production of organophosphorus compounds that can be used as pesticides or insecticides, contributing to crop protection and increased agricultural productivity.
Used as a Flame Retardant:
Diethyl (Methoxymethyl)phosphonate is employed as a flame retardant in various materials, enhancing their resistance to fire and improving safety in different applications, such as construction, textiles, and plastics.
Used in Organic Synthesis:
As a versatile intermediate, Diethyl (Methoxymethyl)phosphonate is used in organic synthesis for the preparation of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals, contributing to the advancement of chemical research and development.

InChI:InChI=1/C6H15O4P/c1-4-9-11(7,6-8-3)10-5-2/h4-6H2,1-3H3

Upstream product

• 13057-17-5 bromethyl methyl ether 
• 2303-76-6 sodium diethyl phosphite 
• 64-17-5 ethanol 
• 13057-19-7 Iodomethyl methyl ether 
• 107-30-2 chloromethyl methyl ether 
• 762-04-9 phosphonic acid diethyl ester 
• 122-52-1 triethyl phosphite 
• 589-57-1 diethyl phosphorylchloridite 
• 625-45-6 2-methoxyacetic acid 
• 3084-40-0 diethyl (1-hydroxymethyl)phosphonate 
• 74-88-4 methyl iodide 
• 21646-99-1 diphosphorous acid tetraethyl ester 

Downstream Products

• 1574232-45-3 diethyl (1-methoxy-2-oxo-2-phenylethyl)phosphonate 
• 1574233-03-6 diethyl (1S,2S)-(1-methoxy-2-hydroxy-2-phenylethyl)phosphonate 

Relevant articles and documents

Oral Delivery of Propofol with Methoxymethylphosphonic Acid as the Delivery Vehicle

Phosphonamidate 3a of methoxymethylphosphonic acid (MMPA) with propofol (1) and l-alanine ethyl ester was found to be an efficient scaffold for the oral delivery of compound 1. The synthesis and evaluation of MMPA based phosphonamidates of compound 1, HSK3486 (2), and other phenolic drugs revealed the general application of MMPA as the effective delivery vehicle for phenolic drugs. On the basis of plasma concentrations of compound 1 and SN38 (14), the oral bioavailability of compound 3a and 15 in beagle dogs was found to be 97.6% and 34.1%, respectively.

Dynamic kinetic resolution based asymmetric transfer hydrogenation of α-alkoxy-β-ketophosphonates. Diastereo- and enantioselective synthesis of monoprotected 1,2-dihydroxyphosphonates

Dynamic kinetic resolution driven, asymmetric transfer hydrogenation reactions of a wide range of 2-substituted α-alkoxy-β- ketophosphonates 3 were observed to proceed efficiently to give the corresponding 2-substituted α-alkoxy-β-hydroxy phosphonates 4 w

METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN ALPHA-OXY PHOSPHORUS GROUP BY USING P-X COMPONENTS

A method for the manufacture of compounds containing an α- oxy phosphorus group is disclosed. A P-X component having at least one P-X bond, whereby the phosphorus of the P-X bond has the +3 oxidation state with X being C1 or Br, is reacted in a specific equivalent ratio with a compound containing an α-oxy carboxylic acid group, followed by conducting the reaction and optionally adding a quenching agent at the end of the reaction. The compounds containing an α-oxy phosphorus group formed are then recovered.

METHOD FOR THE MANUFACTURE OF COMPOUNDS CONTAINING AN α-OXY PHOSPHORUS GROUP

A method for the manufacture of compounds containing an α-oxy phosphorus group is disclosed. A P-O component having at least one P-O-P moiety, whereby at least one phosphorus has the +3 oxidation state, is added in specific proportions to a compound containing an α-oxy carboxylic acid group, followed by conducting the reaction and adding water subsequently. The compounds containing an α-oxy phosphorus group formed can then be recovered.

A Convenient One-pot Synthesis of Polyenic Enol Ethers

Diethyl alkoxymethylphosphonates react with unsaturated aldehydes to give polyenic enol ethers with a good stereoselectivity.