CAS No.120068-37-3,Fipronil Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	120068-37-3
Name:	Fipronil
Article Data:	38

Formula:	C₁₂H₄Cl₂F₆N₄OS
Molecular Weight:	437.152
Synonyms:	5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile;MB 46030;RM 1601;Fipronil (JAN);1H-Pyrazole-3-carbonitrile, 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-;Fluocyanobenpyrazole;Fipronil 95%TC;
EINECS:	424-610-5
Density:	1.87 g/cm³
Melting Point:	200-201 ºC
Boiling Point:	510.1 ºC at 760 mmHg
Flash Point:	262.3 ºC
Solubility:	1.9-2.4 mg 1l-1 (20 °C）
Appearance:	clear colorless or slightly yellow liquid
Hazard Symbols:	T,N
Risk Codes:	23/24/25-48/25-50/53-55-57
Safety:	S26-36/37/39-45-60-61
PSA:	103.91000
LogP:	5.72608

Synthetic route

: 20621-29-8
trifluoromethylsulfinyl chloride

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
With dimethylamine p-toluenesulfonate for 10h; Heating;	99%
With dimethylamine p-toluenesulfonate at 50℃; for 8h;	92%
With benzyltrimethylammonium chloride In 1,2-dichloro-ethane at 35℃; for 2h; Temperature; Industrial scale;	90.3%

: 120067-83-6
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

: 120068-37-3
fipronil

Conditions

Conditions	Yield
Stage #1: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile With dichloro-acetic acid; sulfuric acid at 15℃; for 0.5h; Stage #2: With dihydrogen peroxide In water at 15℃; Product distribution / selectivity;	98%
With caro's acid In dichloromethane at 0 - 5℃; Reagent/catalyst; Industrial scale;	97.9%
With dihydrogen peroxide In dichloro-acetic acid; water; trichloroacetic acid at 20℃; for 2h; Product distribution / selectivity;	95%

: 120067-83-6
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

A: 120068-37-3
fipronil

B: 120068-36-2
fipronil sulfone

Conditions

Conditions	Yield
With dihydrogen peroxide; trifluoroacetic acid In dichloromethane at 10 - 12℃; for 3h;	A 96% B n/a
Stage #1: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile With trifluoroacetic acid for 0.25h; Stage #2: With Oxone at -15℃; Product distribution / selectivity;	A 55.4% B n/a
Stage #1: 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile With trifluoroacetic acid for 0.25h; Industry scale; Stage #2: With Oxone at -15℃; Product distribution / selectivity; Industry scale;

: 20621-29-8
trifluoromethylsulfinyl chloride

: 2840-22-4
dimethylamine p-toluenesulfonate

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
In water; toluene	88%

...Expand

: 2926-29-6
Langlois reagent

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
With trichlorophosphate; dimethylamine p-toluenesulfonate at 40℃; for 14h; Product distribution / selectivity;	80.2%
With thionyl chloride; dimethylamine p-toluenesulfonate at 40℃; for 10h; Product distribution / selectivity;	74.8%
Stage #1: Langlois reagent With thionyl chloride; dimethylamine p-toluenesulfonate In toluene at 0 - 5℃; for 0.5h; Stage #2: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole In toluene at 5 - 50℃; for 6.08333h; Product distribution / selectivity;	73%

: 41804-89-1
potassium triflinate

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
Stage #1: potassium triflinate With thionyl chloride; triethylamine hydrochloride In toluene at 0 - 5℃; for 0.5 - 0.833333h; Stage #2: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole In toluene at 5 - 35℃; for 11.75h; Product distribution / selectivity;	66%
Stage #1: potassium triflinate With thionyl chloride; pyridine hydrochloride In toluene at 0 - 5℃; for 0.833333h; Stage #2: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole In toluene at 5 - 35℃; for 11.75h; Product distribution / selectivity;
Stage #1: potassium triflinate With thionyl chloride; trimethylamine hydrochloride In toluene at 0 - 5℃; for 0.833333h; Stage #2: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole In toluene at 5 - 35℃; for 11.75h; Product distribution / selectivity;

: 208652-17-9
5-amino-4-trifluoromethylsulfinyl-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-thiocarbamoylpyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
With hydrogenchloride In water; acetonitrile Product distribution / selectivity;
In water; acetonitrile Product distribution / selectivity; fluorescent light;
In water; acetonitrile at 65℃; Product distribution / selectivity;

: 7446-09-5
sulfur dioxide

: 120067-83-6
5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile

: 120068-37-3
fipronil

Conditions

Conditions	Yield
With dihydrogen peroxide; boric acid; trifluoroacetic acid In chlorobenzene

: 120067-94-9
5-amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole

A: 120068-43-1
5-amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulphinylpyrazole

B: 120068-37-3
fipronil

: 34642-42-7
trifluoromethanesulfinic acid

: 120068-79-3
5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

: 120068-37-3
fipronil

Conditions

Conditions	Yield
Stage #1: trifluoromethanesulfinic acid With thionyl chloride; triethylamine In toluene at 0 - 5℃; for 0.5h; Stage #2: 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole; triethylamine hydrochloride In toluene at 50℃; for 6h; Product distribution / selectivity;
With thionyl chloride; N,N-dimethylisopropyl amine; potassium chloride; isopropyl-dimethyl-amine; hydrochloride In ethylbenzene at 0 - 35℃; for 11.75h; Inert atmosphere;

Raw Materials

328-84-7

Downstream Products

123-91-1

120067-83-6

205650-65-3

Total:213 Page 1 of 6 1 2 3 4 5 6 Next>>

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Specification

The Fipronil, with the CAS registry number 120068-37-3,is also known as 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H- pyrazole-3-carbonitrile. It belongs to the product categories of pharmaceuticals;ectoparasiticide;api;insecticide. This chemical's molecular formula is C₁₂H₄Cl₂F₆N₄OS and molecular weight is 437.15.What's more,Its systematic name is 1H-Pyrazole-3-carbonitrile, 5-amino-1-(2,6-dichloro-4-(trifluoromethyl) phenyl)-4-((trifluoromethyl)sulfinyl)-. It is a White SOlid which is a broad spectrum insecticide which actively disrupts the CNS of contacted insects by blocking the passage of chloride ions through GABA receptors.

Physical properties about Fipronil are:
(1)ACD/LogP: 3.975; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.98; (4)ACD/LogD (pH 7.4): 3.98; (5)ACD/BCF (pH 5.5): 618.18; (6)ACD/BCF (pH 7.4): 618.18; (7)ACD/KOC (pH 5.5): 3463.23; (8)ACD/KOC (pH 7.4): 3463.23; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.618; (13)Molar Refractivity: 81.858 cm³; (14)Molar Volume: 233.684 cm³; (15)Surface Tension: 52.9809989929199 dyne/cm; (16)Density: 1.871 g/cm³; (17)Flash Point: 262.271 °C; (18)Enthalpy of Vaporization: 78.073 kJ/mol; (19)Boiling Point: 510.054 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:FC(F)(F)S(=O)c2c(C#N)nn(c1c(Cl)cc(cc1Cl)C(F)(F)F)c2N;
(2)Std. InChI:InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2;
(3)Std. InChIKey:ZOCSXAVNDGMNBV-UHFFFAOYSA-N.

Safety Information of Fipronil:
The Fipronil is toxic by inhalation, in contact with skin and if swallowed and toxic to fauna and bees. And it is very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment,it should be avoided release to the environment. Refer to special instructions / safety data sheets. When you use it, wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) .This material and its container must be disposed of as hazardous waste.

Uses of Fipronil:
Fipronil is used as the active ingredient in Frontline Top Spot at about 9.8% concentration, and is used together with (S)-methoprene (8.8%) in Frontline Plus, a topical flea and tick control commonly used on dogs and cats. Fipronil(120068-37-3) kills adult fleas before they lay eggs.Fipronil(120068-37-3) is also the active ingredient in GardenTech's Over N Out season long fire ant control product.

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