World Library  
Flag as Inappropriate
Email this Article

Dimethyl methylphosphonate

Article Id: WHEBN0003157586
Reproduction Date:

Title: Dimethyl methylphosphonate  
Author: World Heritage Encyclopedia
Language: English
Subject: Phosphonate, Antistatic agents, Chemical weapons, Fuel additives, List of Schedule 2 substances (CWC)
Collection: Antistatic Agents, Chemical Weapons, Flame Retardants, Fuel Additives, Methyl Esters, Phosphonate Esters, Plasticizers
Publisher: World Heritage Encyclopedia

Dimethyl methylphosphonate

Dimethyl methylphosphonate
IUPAC name
Other names
  • methylphosphonic acid dimethyl ester
  • dimethoxymethyl phosphine oxide
  • dimethyl methanephosphonate
  • dimethyl methyl phosphonate
  • Fran TF 2000
  • Fyron DMMP
  • Metaran
  • NSC 62240
  • O,O-dimethyl methylphosphonate
  • Reoflam DMMP
ChemSpider  Y
Jmol-3D images Image
Molar mass 124.08 g·mol−1
Appearance colourless liquid
Density 1.145 g/mL at 25 °C
Melting point −50 °C (−58 °F; 223 K)
Boiling point 181 °C (358 °F; 454 K)
slowly hydrolyses
Main hazards Toxic
R-phrases R46, R36
Flash point 69 °C (156 °F; 342 K) closed cup
Lethal dose or concentration (LD, LC):
LD50 (Median dose)
  • Oral (rat) 8,210 mg/kg
  • Inhalation (rat) 1h 20.13 mg/l
  • Dermal (rabbit) >2,000 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 Y  (: Y/N?)

Dimethyl methylphosphonate is an C3H9O3P or CH3PO(OCH3)2. It is a colourless liquid which is primarily used as a flame retardant.


Dimethyl methylphosphonate can be prepared from trimethyl phosphite and a halomethane (e.g. iodomethane) via the Michaelis–Arbuzov reaction.

Dimethyl methylphosphonate is a schedule 2 chemical as it may be used in the production of chemical weapons. It will react with thionyl chloride to produce methylphosphonic acid dichloride, which is used in the production of sarin and soman nerve agents. Various amines can be used to catalyse this process.[1] It can be used as a sarin-simulant for the calibration of organophosphorus detectors.


The primary commercial use of dimethyl methylphosphonate is as a ylide. The yearly production in the United States varies between 100 and 1,000 short tons (91,000 and 907,000 kg).

About 190 liters of dimethyl methylphosphonate, together with other chemicals, were released during the El Al Flight 1862 crash at Bijlmer, Amsterdam.


  1. ^ Maier, Ludwig (1990). "ORGANIC PHOSPHORUS COMPOUNDS 90.l A CONVENIENT, ONE-STEP SYNTHESIS OF ALKYL- AND ARYLPHOSPHONYL DICHLORIDES". Phosphorus, Sulfur, and Silicon and the Related Elements 47 (3-4): 465–470.  
This article was sourced from Creative Commons Attribution-ShareAlike License; additional terms may apply. World Heritage Encyclopedia content is assembled from numerous content providers, Open Access Publishing, and in compliance with The Fair Access to Science and Technology Research Act (FASTR), Wikimedia Foundation, Inc., Public Library of Science, The Encyclopedia of Life, Open Book Publishers (OBP), PubMed, U.S. National Library of Medicine, National Center for Biotechnology Information, U.S. National Library of Medicine, National Institutes of Health (NIH), U.S. Department of Health & Human Services, and, which sources content from all federal, state, local, tribal, and territorial government publication portals (.gov, .mil, .edu). Funding for and content contributors is made possible from the U.S. Congress, E-Government Act of 2002.
Crowd sourced content that is contributed to World Heritage Encyclopedia is peer reviewed and edited by our editorial staff to ensure quality scholarly research articles.
By using this site, you agree to the Terms of Use and Privacy Policy. World Heritage Encyclopedia™ is a registered trademark of the World Public Library Association, a non-profit organization.

Copyright © World Library Foundation. All rights reserved. eBooks from Project Gutenberg are sponsored by the World Library Foundation,
a 501c(4) Member's Support Non-Profit Organization, and is NOT affiliated with any governmental agency or department.