Fipronil CAS NO.120068-37-3

Product Name: Fipronil

Synonyms: Fipronil 95%;Fipronil95or98%;ProductName:Fipronil;1H-Pyrazole-3-carbonitrile, 5-amino-1-2,6-dichloro-4-(trifluoromethyl)phenyl-4-(trifluoromethyl)sulfinyl-;fipronil (bsi,draft e-iso);Combat F;1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-cyano-4-[(trifluoromethyl)sulfinyl]-5-aminopyrazole;5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfinylpyrazole

CAS: 120068-37-3

MF: C12H4Cl2F6N4OS

MW: 437.15

EINECS: 424-610-5

Product Categories: PHARMACEUTICALS;Ectoparasiticide;API;INSECTICIDE;Baby Food Directives 13/2003 EC&14/2003 ECPesticides&Metabolites;AcaricidesMethod Specific;Alpha sort;E-GAlphabetic;European Community: ISO and DIN;F;FA - FLPesticides;Insecticides;Pesticides;Pesticides&Metabolites;-;Pyrazoles;Agro-Products;Heterocycles;Fipronil insecticidal spectrum is wide, and existing insecticide resistance without interaction;Pesticide intermediates;NULL;MYCODECYL;Pesticides intermediate

Mol File: 120068-37-3.mol

Fipronil Structure

Fipronil Chemical Properties

Melting point 200-201°C

density 1.477-1.626

vapor pressure 3.7×10-7 Pa (25 °C)

storage temp. 0-6°C

form neat

Water Solubility 1.9-2.4 mg 1l-1 (20 °C）

λmax 208nm(H2O)(lit.)

Merck 14,4085

BRN 8090115

CAS DataBase Reference 120068-37-3(CAS DataBase Reference)

EPA Substance Registry System 1H-Pyrazole-3-carbonitrile, 5-amino-1-[2,6-dichloro-4-( trifluoromethyl)phenyl]-4-[( trifluoromethyl)sulfinyl]- (120068-37-3)

Safety Information

Hazard Codes T,N

Risk Statements 23/24/25-48/25-50/53-55-57-36

Safety Statements 26-36/37/39-45-60-61-36/37-28

RIDADR 2588

WGK Germany 3

RTECS UQ4430250

HazardClass 6.1(b)

PackingGroup III

HS Code 29331990

Hazardous Substances Data 120068-37-3(Hazardous Substances Data)

Toxicity LD50 in rats (mg/kg): 100 orally; >2000 dermally (Colliot); in mice (mg/kg): 32 i.p. (Cole)

MSDS Information

Provider Language

5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile English

Fipronil Usage And Synthesis

Description Fipronil is a white powder with a mouldy odour. It has a low solubility in water and is a slow-acting poison. It does not bind strongly with soil, and the half-life of fipronil– sulphone is 34 days. Fipronil is a broadspectrum insecticide of the phenylpyrazole group. Fipronil was first used extensively for the control of ants, beetles, cockroaches, fleas; ticks, termites, mole crickets, thrips, rootworms, weevils, flea of pets, field pest of corn, golf courses, and commercial turf, and other insects. Fipronil was first used in the United States in 1996. Fipronil is a topical insecticide. It kills adult fleas and larvae, ticks, and chewing lice. As a liquid, fipronil is applied on the back side skin of dogs and cats. Reports indicate that some animals do become hypersensitive (allergic) to fipronil.

Chemical Properties White crystalline solid.

Chemical Properties White SOlid

Uses antifungal

Uses Pesticide.

Uses A broad spectrum insecticide which actively disrupts the CNS of contacted insects by blocking the passage of chloride ions through GABA receptors.

Uses Fipronil is used for the control of a wide range of insect species in rice, cereals, corn, cotton, top fruit, sugar beet, sugar cane, oilseed rape, many vegetables and other high-value crops. It also has a veterinary use as an ectoparasiticide.

Agricultural Uses Insecticide, Veterinary medicine: Not approved for use in EU countries. Fipronil was introduced into the U.S. in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic animal and residential pests.

Trade name BES® 602; CEASEFIRE®; CHIPCO®; COMBAT®; FRONTLINE; MB-46030®; H&G®; ICON®; MAXFORCE® ANT STATION; MAXFORCE® ROACH STATION; REGENCY SOFION®; REGENT®; REGENT® 500-FS; TERMIDOR® L VI-NIL

Potential Exposure Pyrazole/phenylpyrazole/organofluor ine insecticide; veterinary medicine. Fipronil was intro duced into the United States in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic ani mal and residential pests. Banned for use in EU.

Metabolic pathway Through the abiotic degradation of fipronil in aqueous solution and on the soil surface, 5-amino-3- carbamoyl-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4- [(trifluoromethyl)sulfinyl]pyrazole is the only hydrolysis product detected. Fipronil in acidic aqueous solution exposed under a xenon lamp degrades with the concomitant appearance of 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)-phenyl]-4- (trifluoromethyl)pyrazole and 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-sulfonic acid. Under field conditions, when fipronil is applied in formulation, four metabolites which include one product resulting from reduction on the sulfur atom of fipronil are detected.

Shipping UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2902 Pesticide, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Degradation Fipronil is stable in water at pH 5 and 7 but is slowly hydrolysed at pH 9 (DT50 28 days) to the amide (2). It undergoes rapid aqueous photolysis with a DT50 of ﹤0.5 day. The major photodecomposition product in water and on soil surfaces is desulfinyl-fipronil(3) which is formed by extrusion of the SO group. A minor photoproduct in water, on soil and on plant surfaces is the sulfonic acid (4). The mechanisms of these reactions are discussed in a recent paper by Bobe et al. (1998).

Waste Disposal It is the responsibility of chemical waste generators to determine the toxicity and physical properties and of a discarded chemical and to properly identify its classification and certification as a haz ardous waste and to determine the disposal method. United States Environmental Protection Agency guidelines for the classification determination are listed in 40 CFR Parts 261.3. Additionally, waste generators must consult and fol low all regional, national, state and local hazardous waste laws to ensure complete and accurate classification and dis posal methods.

Fipronil Preparation Products And Raw materials

Raw materials Ethyl acetate-->Sodium carbonate-->Sodium sulfate-->Ammonium hydroxide-->3-Chloroperoxybenzoic acid-->Dimethyl sulfide-->METHYL CHLORIDE-->Pyrazole-->Tetrachlorvinphos-->4-Nitrobenzoyl chloride-->Ethyl 2,3-dicyanopropionate

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