3391. DMMP

Nomenclature

CAS number: 756-79-6
Methylphosphonic acid dimethyl ester; dimethyl methylphosphonate.
C3H9O3P; mol wt 124.08.
C 29.04%, H 7.31%, O 38.68%, P 24.96%.

Description and references

Testing chemical to simulate nerve agents such as sarin, q.v. Prepn: T. Milobedzki, K. Szulgin, Chem. Zentralbl. 89, 914 (1918); by photolysis: M. Nakamura et al., J. Chem. Soc. Perkin Trans. 1 1994, 141. Photodestruction: L. J. Radziemski, Jr., J. Environ. Sci. Health B16, 337 (1981). Raman spectroscopic determn: N. Taranenko et al., J. Raman Spectrosc. 27, 379 (1996). Use as simulant in compd destruction study: M. G. Nickelsen et al., J. Adv. Oxid. Technol. 3, 43 (1998). Use as cell volume probe: J. E. Raftos et al., Biochim. Biophys. Acta 968, 160 (1988); J. A. Barry et al., Biochemistry 32, 4665 (1993). Description of use as flame retardant: E. D. Weil in Kirk-Othmer Encyclopedia of Chemical Technology vol. 10 (John Wiley, New York, 4th ed., 1993) pp 976-998. Review of toxicology: J. C. Rowland et al., Health Advisory for Dimethyl Methylphosphonate (DMMP) (PB 93-117018, 1993) 86 pp.

Chemical structure

Properties

Colorless liquid, mp <50°. bp754 181°. d 1.145. Vapor pressure: (20°) <0.1 torr; (25°) 2.4 torr; (65°) 20 torr. pKa (20°) in water: 2.37. Sol in water. Miscible in alcohol, ether, benzene, acetone, carbon tetrachloride. Insol in heavy mineral oil. n 1.411. Log P (octanol/water): -1.88. LD50 in rats, mice (mg/kg): 10190, >6810 orally (Rowland).

Use

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