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756-79-6 - Dimethyl methylphosphonate, 97% - DMMP - Methylphosphonic acid dimethyl ester - A14268 - Alfa Aesar

A14268 Dimethyl methylphosphonate, 97%

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

Size Price ($) Quantity Availability
10g 17.00
100g 18.90
500g 79.20
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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
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: H340-H319-H227-H402-H412

May cause genetic defects. Causes serious eye irritation. Combustible liquid. Harmful to aquatic life. Harmful to aquatic life with long lasting effects.

Precautionary Statements: P210-P201-P273-P280-P281-P305+P351+P338-P308+P313-P405-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Obtain special instructions before use. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Use personal protective equipment as required. 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. Store locked up. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,3391
Beilstein
878263
Harmonized Tariff Code
2931.90
TSCA
Yes
RTECS
SZ9120000

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