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Diflubenzuron

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Name

Diflubenzuron

EINECS 252-529-3
CAS No. 35367-38-5 Density 1.471 g/cm3
Solubility 0.008 g/100 mL Melting Point 230-232 °C
Formula C14H9ClF2N2O2 Boiling Point
Molecular Weight 310.68 Flash Point
Transport Information UN 3077 Appearance colorless to yellow crystals
Safety 60-61 Risk Codes 50/53
Molecular Structure Molecular Structure of 35367-38-5 (Diflubenzuron) Hazard Symbols CorrosiveC,DangerousN
Synonyms

1-(4-chlorophenyl)-3-(2,6-ifluorobenzoyl)urea;Difluron;Larvakil;Benzamide,N-[[(4-chlorophenyl)amino]- carbonyl]-2,6-difluoro-;Micromite (Uniroyal);Dimilin;

 

Diflubenzuron Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Diflubenzuron Specification

The Diflubenzuron with CAS registry number of 35367-38-5 is also called 1-(4-chlorophenyl)-3-(2,6-ifluorobenzoyl)urea. Its EINECS registry number is 252-529-3. The IUPAC name is N-[(4-chlorophenyl)carbamoyl]-2,6-difluorobenzamide. In addition, the molecular formula is C14H9ClF2N2O2 and the molecular weight is 310.68. It belongs to the classes of Insecticide; Alphabetic; D; Growth regulatorsPesticides&Metabolites; Insecticides; Others; Pesticides; Alpha sort; DAlphabetic; Pesticides&Metabolites.

Physical properties about this chemical are: (1)ACD/LogP: 3.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.67; (4)ACD/LogD (pH 7.4): 3.53; (5)ACD/BCF (pH 5.5): 365.08; (6)ACD/BCF (pH 7.4): 262.47; (7)ACD/KOC (pH 5.5): 2372.15; (8)ACD/KOC (pH 7.4): 1705.46; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 40.62 ?2; (13)Index of Refraction: 1.618; (14)Molar Refractivity: 73.96 cm3; (15)Molar Volume: 211.1 cm3; (16)Polarizability: 29.32 10-24cm3; (17)Surface Tension: 53 dyne/cm; (18)Density: 1.471 g/cm3.

Preparation of Diflubenzuron: it can be prepared by 4-chloro-aniline and N-(bis-methylsulfanyl-methylene)-2,6-difluoro-benzamide. This reaction will need reagent acetic acid. The reaction time is 6 hours by heating. The yield is about 69%.

Diflubenzuron can be prepared by 4-chloro-aniline and N-(bis-methylsulfanyl-methylene)-2,6-difluoro-benzamide

Uses of Diflubenzuron: It is an insect growth regulator which interferes with the formation of the insect cuticle. It is effective in the control of mosquitoes and flies. And it can be used to kill the armyworms of corn and wheat. In addition, 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.

When you are using this chemical, please be cautious about it as the following:
This chemical is very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. This material and/or its container must be disposed of as hazardous waste. You should avoid release to the environment. Moreover, you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc2ccc(NC(=O)NC(=O)c1c(F)cccc1F)cc2
(2)InChI: InChI=1/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)
(3)InChIKey: QQQYTWIFVNKMRW-UHFFFAOYAU

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2150mg/kg (2150mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 968, 1986.
mouse LD50 oral 4640mg/kg (4640mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 20, 1978.
mouse LD50 skin > 6200mg/kg (6200mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S159, 1992.
mouse LD50 subcutaneous > 4gm/kg (4000mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S159, 1992.
mouse LD50 unreported 4600mg/kg (4600mg/kg)   Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX. Vol. 16(1), Pg. 45, 1982.
rabbit LD50 skin 2gm/kg (2000mg/kg)   Special Publication of the Entomological Society of America. Vol. 74-1, Pg. -, 1974.
rat LC inhalation > 35gm/m3/6H (35000mg/m3)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A148, Pg. 1984,
rat LD50 intraperitoneal > 7500mg/kg (7500mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S159, 1992.
rat LD50 oral 4640mg/kg (4640mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 968, 1986.
rat LD50 skin > 10gm/kg (10000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C106, 1991.
rat LD50 subcutaneous > 3400mg/kg (3400mg/kg)   Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 17, Pg. S159, 1992.

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