Clomazone

Title: Clomazone
CAS Registry Number: 81777-89-1
CAS Name: 2-[(2-Chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone
Additional Names: dimethazone
Manufacturers' Codes: FMC-57020
Trademarks: Command (FMC)
Molecular Formula: C12H14ClNO2
Molecular Weight: 239.70
Percent Composition: C 60.13%, H 5.89%, Cl 14.79%, N 5.84%, O 13.35%
Literature References: Pre-emergence herbicide; inhibits biosynthesis of photosynthetic pigments in susceptible species. Prepn: J. H. Chang, BE 889040; idem, US 4405357 (1982, 1983 both to FMC). Use on soybeans: M. P. Mascianica, Proc. Annu. Meet. Northeast. Weed Sci. Soc. 39, 25 (1985); on white potatoes: C. C. Kupatt et al., ibid. 166. Fate in soil: T. L. Mervosh et al., J. Agric. Food Chem. 43, 537 (1995). Review of properties and analytical methods: A. W. Chen in Comprehensive Analytical Profiles of Important Pesticides, J. Sherma, T. Cairns, Eds. (CRC Press, Boca Raton, 1993) pp 131-148.
Properties: Light brown viscous liquid, mp 25°. Vapor pressure at 25°: 1.4 ´ 10-6 mm Hg. d20 1.19. Soly in water: 1100 ppm. Readily sol in chloroform, methanol, methylene chloride, heptane, acetonitrile, toluene, acetone, dioxane, xylene, hexane. LD50 in male rats, female rats, mallard duck-bobwhite quail (mg/kg): 2077, 1369, >2510 orally; in rabbits (mg/kg): >2000 dermally (Chen).
Melting point: mp 25°
Density: d20 1.19
Toxicity data: LD50 in male rats, female rats, mallard duck-bobwhite quail (mg/kg): 2077, 1369, >2510 orally; in rabbits (mg/kg): >2000 dermally (Chen)
Use: Herbicide.
Clomestrone Clometacin Clometocillin Clomiphene Clomipramine

Clomazone
Clomazone.png
Identifiers
CAS number 81777-89-1 YesY
PubChem 54778
ChemSpider 49469 YesY
KEGG C11095 YesY
ChEMBL CHEMBL1076356 YesY
Jmol-3D images Image 1
Properties
Molecular formula C12H14ClNO2
Molar mass 239.69806
Appearance white solid
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Clomazone is an agricultural herbicide, and has been the active ingredient of products named "Command" and "Commence". The molecule consists of a 2-chlorobenzyl group bound to a N-O heterocycle called Isoxazole. It is a white solid.

Clomazone suppresses the biosynthesis of chlorophyll and other plant pigments.[1] [2]