Dimethyl methyl phosphonate

Structural formula
General
Surname	Dimethyl methyl phosphonate
other names	Dimethyl methane phosphonate ( IUPAC ) DMMP Dimethoxymethylphosphine oxide Methylphosphonic acid dimethyl ester Fran TF 2000 Fyron DMMP Metaran NSC 62240 Reoflam DMMP
Molecular formula	C 3 H 9 O 3 P
Brief description	colorless liquid, difficult to ignite
External identifiers / databases
CAS number 756-79-6 EC number 212-052-3 ECHA InfoCard 100.010.957 PubChem 12958 Wikidata Q417529
properties
Molar mass	124.08 g mol −1
Physical state	liquid
density	1.16 g cm −3
boiling point	181 ° C
Vapor pressure	130 Pa (30 ° C)
solubility	miscible with water
Refractive index	1.413 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 319-340-361f P: 201-305 + 351 + 338-308 + 310
Toxicological data	8210 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Dimethyl methyl phosphonate , often abbreviated as DMMP , is a chemical compound from the group of phosphonates . It is a poisonous, colorless and hardly inflammable liquid.

Extraction and presentation

DMMP can be produced, for example, starting from trimethyl phosphite in an Arbusow reaction with a methyl halide.

properties

DMMP is a colorless, hardly inflammable liquid with a characteristic odor. Their flash point is 69 ° C.

use

Dimethyl methylphosphonate is mainly used as a flame retardant and as a fuel additive . In synthetic organic chemistry it is used to produce highly reactive ylides .

The compound is, among other things, the starting substance for the production of the chemical warfare agent and neurotoxin sarin .

In addition, DMMP is used as a test substance in the detection of chemical warfare agents (e.g. in ion mobility spectrometry ).

El Al flight 1862

DMMP achieved a certain media presence through the fact that after the crash of the El-Al flight in 1862 on October 4, 1992 near Amsterdam, it was only after several years that it became known that 240 kg of DMMP were on board the machine.

Individual evidence

1. ↑ ^{a b c d e f g h i} Entry on dimethyl methyl phosphonate in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
2. ↑ Data sheet Dimethyl methylphosphonate from Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).
3. ↑ Grondstof gifgas in Boeing El Al . NRC Handelsblad dated September 30, 1998 (Dutch).