Diflubenzuron

Title: Diflubenzuron
CAS Registry Number: 35367-38-5
CAS Name: N-[[(4-Chlorophenyl)amino]carbonyl]-2,6-difluorobenzamide
Additional Names: 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)urea; difluron
Manufacturers' Codes: DU-112307; PH-60-40; TH-6040; ENT-29054; OMS-1804
Trademarks: Dimilin (Duphar); Duphacid (Duphar); Micromite (Uniroyal)
Molecular Formula: C14H9ClF2N2O2
Molecular Weight: 310.68
Percent Composition: C 54.12%, H 2.92%, Cl 11.41%, F 12.23%, N 9.02%, O 10.30%
Literature References: Substituted benzoylphenylurea, inhibits chitin deposition in insect cuticle. Prepn: K. Wellinga, R. Mulder, DE 2123236; eidem, US 3748356 (1971, 1973 both to Philips). Insecticidal activity: K. Wellinga et al., J. Agric. Food Chem. 21, 993 (1973); R. Mulder, M. J. Gijswijt, Pestic. Sci. 4, 737 (1973). Mode of action: E. Hunter, J. F. V. Vincent, Experientia 30, 1432 (1974); S. M. Meola, R. T. Mayer, Science 207, 985 (1980). Field trials against locusts and grasshoppers: A. Bouaichi et al., Crop Prot. 13, 53, 60 (1994). Brief review: J. L. Marx, Science 197, 1170-1172 (1977). Review of activity, environmental fate, mode of action: A. Verloop, C. D. Ferrell, ACS Symp. Ser. 37, 237-270 (1977); of chemistry and analyses: B. Rabenort et al., Anal. Methods Pestic. Plant Growth Regul. 10, 57-72 (1978).
Properties: White to yellowish brown crystalline solid, mp 210-230° (technical grade); mp 239° (pure compd). Soly in water »0.2 ppm at 20°. Moderate to good soly in polar to very polar solvents; e.g. acetone 0.65 gm/100 ml at 20°. Partition coefficient (dichloromethane): 50 (pH 5.6); (1-octanol/water): ~5000. LD50 in mice, rats (formulation with 50% kaolin) (g/kg): 4.64, >10 orally (Mulder, Gijswijt).
Melting point: mp 210-230° (technical grade); mp 239° (pure compd)
Log P: Partition coefficient (dichloromethane): 50 (pH 5.6); (1-octanol/water): ~5000
Toxicity data: LD50 in mice, rats (formulation with 50% kaolin) (g/kg): 4.64, >10 orally (Mulder, Gijswijt)
Use: Insecticide.
Diflucortolone Diflufenican Diflufenzopyr Difluoroiodotoluene Difluoromethane

Diflubenzuron
Diflubenzuron.svg
Diflubenzuron-3D-balls.png
Identifiers
CAS number 35367-38-5 YesY
PubChem 37123
ChemSpider 34065 YesY
UNII J76U6ZSI8D YesY
KEGG C14427 YesY
ChEBI CHEBI:34703 YesY
ChEMBL CHEMBL49338 YesY
ATCvet code QP53BC02
Jmol-3D images Image 1
Properties[1]
Molecular formula C14H9ClF2N2O2
Molar mass 310.68 g mol−1
Solubility in water 0.08 mg/L
Solubility in other solvents DMSO: 12 g/100 g
Acetone 0.615 g/100 g
Methanol: 0.09 g/100 g
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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

Diflubenzuron is a benzoylurea-type insecticide of the benzamide class. It is used in forest management and on field crops to selectively control insect pests, particularly forest tent caterpillar moths, boll weevils, gypsy moths, and other types of moths.[1] The mechanism of action of diflubenzuron involves inhibiting the production of chitin which is used by an insect to build its exoskeleton.[1]