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A14268 Dimethyl methylphosphonate, 97%

CAS Number
756-79-6
Synonyms
DMMP
Methylphosphonic acid dimethyl ester

Stock No. Size Price ($) Quantity Availability
A14268-09 10g 18.20
A14268-22 100g 29.00
A14268-36 500g 122.00
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Dimethyl methylphosphonate, 97%

MDL
MFCD00008349
EINECS
212-052-3

Chemical Properties

Formula
C3H9O3P
Formula Weight
124.08
Boiling Point
180-181°
Flash Point
68°(154°F)
Density
1.16
Refractive Index
1.4130
Storage & Sensitivity
Ambient temperatures.
Solubility
Miscible with water, ethanol, ether, alcohol, benzene, acetone and carbon tetrachloride. Immiscible with heavy mineral oil.

Applications

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.

Notes

Incompatible materials strong oxidizing agents and strong bases.

Literature References

The lithio-derivative reacts with esters to give ß-ketophosphonates, useful precursors of ɑß-unsaturated ketones by Horner-Wadsworth-Emmons olefination: J. Am. Chem. Soc., 88, 5654 (1966). An intramolecular version leads to cyclopentenones: Synth. Commun., 5, 1 (1975); Tetrahedron Lett., 22, 257 (1981). Dimethyl glutarate gives the 3-(phosphonatomethyl)cyclohexenone, olefination of which affords the corresponding 3-alkenylcycloalkenone. Dimethyl succinate also gives this reaction, but in lower yield; higher diesters give acyclic products: J. Org. Chem., 59, 1943 (1994):

See also Diethyl­ methyl­phosphonate, A14772 and Appendix 1.

Park, E. J.; Han, S. W.; Jeong, B.; Park, S. H.; Kim, Y. G.; Kim, Y. H.; Kim, Y. D. Effect of polydimethylsiloxane (PDMS) coating on TiO2-based MALDI matrix for dimethyl methylphosphonate (DMMP) analysis. Appl. Surf. Sci. 2015, 353, 342-349.

Yoo, R.; Cho, S.; Song, M. J.; Lee, W. Highly sensitive gas sensor based on Al-doped ZnO nanoparticles for detection of dimethyl methylphosphonate as a chemical warfare agent simulant. Sens. Actuators, B 2015, 221, 217-223.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H319-H332-H335-H340-H360-H373

Combustible liquid. Causes serious eye irritation. Harmful if inhaled. May cause respiratory irritation. May cause genetic defects. May damage fertility or the unborn child. May cause damage to organs through prolonged or repeated exposure.

Precautionary Statements: P201-P202-P210-P235-P260-P264b-P271-P280i-P281-P304+P340-P305+P351+P338-P308+P313-P337+P313-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or concerned: Get medical advice/attention. If eye irritation persists: In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,3391
Beilstein
878263
Harmonized Tariff Code
2931.31
TSCA
Yes
RTECS
SZ9120000

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