Dimethyl methylphosphonate

Synonym(s):Dimethoxymethyl phosphine oxide;Fyrol DMMP;Methanephosphonic acid dimethyl ester;NSC 62240;Reoflam DMMP

CAS NO.：756-79-6
Empirical Formula: C3H9O3P
Molecular Weight: 124.08
MDL number: MFCD00008349
EINECS: 212-052-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-15 10:43:23

What is Dimethyl methylphosphonate?

Chemical properties

colourless liquid

The Uses of Dimethyl methylphosphonate

Dimethyl methylphosphonate is used as a catalyst and a reagent in organic synthesis for the conversion of esters to ketophosphonates. It is an additive for the synthesis of unsaturated polyester resin which has flame retardant high phosphorous and UV-cured epoxy acrylate. It finds application as hydraulic fluids as well.

The Uses of Dimethyl methylphosphonate

NMR probe for cell volume. Flame retardant. Simulant for nerve agents.

The Uses of Dimethyl methylphosphonate

As a flame retardant, a preignition additive for gasoline, an antifoam agent, a plasticizer and stabilizer, a textile conditioner, and an antistatic agent; used experimentally to mimic the physical and spectroscopic (but not biological) properties of anticholinesterase agents

Synthesis Reference(s)

Synthetic Communications, 20, p. 239, 1990 DOI: 10.1080/00397919008052289

General Description

Clear colorless liquid with a pleasant odor.

Air & Water Reactions

Highly flammable. Water soluble. Hydrolyzes slowly upon contact with water.

Reactivity Profile

Dimethyl methylphosphonate is incompatible with strong oxidizing agents and strong bases. Dimethyl methylphosphonate reacts with organic halides at 302-392° F. When heated to temperatures greater than 302° F, Dimethyl methylphosphonate will act as an alkylating agent with basic nitrogen compounds and phenols. Dimethyl methylphosphonate reacts with enol lactones. Dimethyl methylphosphonate has plasticizing properties and may soften or deteriorate some plastics and elastomers (particularly vinyl-based resins, neoprene and natural rubbers) upon contact.

Health Hazard

Dimethyl methylphosphonate (DMMP) administered to male rats is a reproductive toxicant and carcinogen. Effects in humans are unknown.

Fire Hazard

Dimethyl methylphosphonate is combustible.

Safety Profile

Moderately toxic by intravenous route. Experimental reproductive effects. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. An experimental nerve gas stimulant. A flame retardant. When heated to decomposition it emits toxic fumes of POx

Properties of Dimethyl methylphosphonate

Melting point:	<50°
Boiling point:	181 °C(lit.)
Density	1.145 g/mL at 25 °C(lit.)
vapor pressure	<0.1 mm Hg ( 20 °C)
refractive index	n20/D 1.413(lit.)
Flash point:	156 °F
solubility	Chloroform, Methanol (Slightly, Heated)
form	Liquid
pka	pKa (20°) in water: 2.37
Specific Gravity	1.16
color	Clear colorless
Water Solubility	>=10 g/100 mL at 21 ºC
Merck	14,3391
BRN	878263
Stability:	Stability Combustible. Incompatible with strong oxidizing agents, strong bases. May soften some rubbers or plastics. Hydrolyzes slowly in contact with water.
CAS DataBase Reference	756-79-6(CAS DataBase Reference)
NIST Chemistry Reference	Phosphonic acid, methyl-, dimethyl ester(756-79-6)
EPA Substance Registry System	Dimethyl methylphosphonate (756-79-6)

Safety information for Dimethyl methylphosphonate

Signal word	Danger
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08
GHS Hazard Statements	H319:Serious eye damage/eye irritation H340:Germ cell mutagenicity
Precautionary Statement Codes	P201:Obtain special instructions before use. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P308+P313:IF exposed or concerned: Get medical advice/attention.