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64258

Sigma-Aldrich

Dimethyl methylphosphonate

purum, ≥97.0% (GC)

Synonym(s):

Dimethoxymethyl phosphine oxide, Fyrol DMMP, Methanephosphonic acid dimethyl ester, NSC 62240, Reoflam DMMP

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About This Item

Linear Formula:
CH3P(O)(OCH3)2
CAS Number:
Molecular Weight:
124.08
Beilstein:
878263
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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vapor pressure

<0.1 mmHg ( 20 °C)

Quality Level

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.)

functional group

phosphonate

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

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.[1][2][3]
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

Other Notes

Convenient Wittig-Horner reagent[4][5]

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

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

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Study of the catalytic destruction of dimethyl methylphosphonate (DMMP): oxidation over molybdenum (110)
Smentkowski VS, et al.
The Journal of Physical Chemistry, 92(22), 6351-6357 (1988)
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)
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
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)

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