64258

Sigma-Aldrich

Dimethyl methylphosphonate

purum, ≥97.0% (GC)

Synonym(s):
Reoflam DMMP, Dimethoxymethyl phosphine oxide, NSC 62240, Methanephosphonic acid dimethyl ester, Fyrol DMMP
Linear Formula:
CH3P(O)(OCH3)2
CAS Number:
Molecular Weight:
124.08
Beilstein/REAXYS Number:
878263
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor pressure

<0.1 mmHg ( 20 °C)

grade

purum

assay

≥97.0% (GC)

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.413 (lit.)
n20/D 1.413

bp

181 °C (lit.)

density

1.145 g/mL at 25 °C (lit.)

SMILES string

COP(C)(=O)OC

InChI

1S/C3H9O3P/c1-5-7(3,4)6-2/h1-3H3

InChI key

VONWDASPFIQPDY-UHFFFAOYSA-N

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Application

Used to test SXFA-coated SAW chemical sensors for organophosphorous compound detection
Used as a chemical agent simulant for testing of protective performance of PSS membranes and functionalized sorbent membranes

Reactant for photocatalytic oxidation

Additive for synthesis of:
  • Flame retardant high phosphorous containing unsaturated polyester resin
  • UV-cured epoxy acrylate / microencapsulated phase change material
Dimethyl methylphosphonate (DMPP) is generally used as a model compound for catalytic degradation studies due to its structural similarity to the organophosphorus compounds used in chemical warfare agents, pesticides and herbicides.

Other Notes

Convenient Wittig-Horner reagent

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Statements

hazcat

Eye Irrit. 2 - Muta. 1B - Repr. 2

storage_class_code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK Germany

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

M. Mikolajczyk et al.
The Journal of Organic Chemistry, 43, 473-473 (1978)
Adsorption and decomposition of dimethyl methylphosphonate on TiO2
Rusu CN and Yates JT
The Journal of Physical Chemistry B, 104(51), 12292-12298 (2000)
Enhanced photocatalytic degradation of dimethyl methylphosphonate in the presence of low-frequency ultrasound
Chen Y-C, et al.
Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology, 2(6), 694-698 (2003)
Zhifu Pei et al.
Sensors (Basel, Switzerland), 10(9), 8275-8290 (2010-01-01)
Sensitive, selective and fast detection of chemical warfare agents is necessary for anti-terrorism purposes. In our search for functional materials sensitive to dimethyl methylphosphonate (DMMP), a simulant of sarin and other toxic organophosphorus compounds, we found that zinc oxide (ZnO)...
Andrew M McAnoy et al.
The Journal of organic chemistry, 74(24), 9319-9327 (2009-11-19)
The alkaline perhydrolysis of the nerve agent O-ethyl S-[2-(diisopropylamino)ethyl] methylphosphonothioate (VX) was investigated by studying the ion-molecule reactions of HOO(-) with O,S-dimethyl methylphosphonothioate in a modified linear ion-trap mass spectrometer. In addition to simple proton transfer, two other abundant product...

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