Structural Formula Vector Image
Title: Glyphosine
CAS Registry Number: 2439-99-8
CAS Name: N,N-Bis(phosphonomethyl)glycine
Additional Names: N-carboxymethyl-N,N-bis(methylenephosphonic acid)amine
Manufacturers' Codes: CP-41845; MON-845
Trademarks: Polaris (Monsanto)
Molecular Formula: C4H11NO8P2
Molecular Weight: 263.08
Percent Composition: C 18.26%, H 4.21%, N 5.32%, O 48.65%, P 23.55%
Literature References: Plant growth regulator known to cause chlorosis in green plants; also useful as a chemical ripener. Method of prepn: R. R. Irani, K. Moedritzer, US 3288846 (1966 to Monsanto). Prepn and protonation behavior: M. A. Dhansay et al., J. Phys. Org. Chem. 3, 248 (1990). HPLC determn: G. Morovjan et al., J. Liq. Chromatogr. 18, 3219 (1995). As a chemical growth retardant of intensively managed turfgrasses: D. M. Elkins et al., Agron. J. 66, 492 (1974). Chemical ripening in sugar cane: D. Eastwood, Proc. Meet. West Indies Sugar Technol. 1976, 143. Mode of action study: J. P. Slovin, E. M. Tobin, Biochim. Biophys. Acta 637, 177 (1981). Brief review of ripening effect and toxicity: L. E. Ahlrichs, C. A. Porter, Proc. 11th Brit. Weed Contr. Conf. 1215-1219 (1972).
Properties: White crystals from aq ethanol, mp 189-193° (dec). pK1 1.42; pK2 2.10; pK3 5.02; pK4 6.40; pK5 11.19. Soly in water at 20°: 248000 ppm. Slightly corrosive to metals. LD50 orally in rats: 3925 mg/kg; dermally in rabbits: >5010 mg/kg (Ahlrichs).
Melting point: mp 189-193° (dec)
pKa: pK1 1.42; pK2 2.10; pK3 5.02; pK4 6.40; pK5 11.19
Toxicity data: LD50 orally in rats: 3925 mg/kg; dermally in rabbits: >5010 mg/kg (Ahlrichs)
Use: Chemical ripener; plant growth regulator.
Status: This monograph has been retired and is no longer subject to revision or update.

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