Fipronil-Sulfide

• CAS: 120067-83-6
• Catalog Number: ACM120067836
• Category: Main Products
• Molecular Weight: 421.15
• Molecular Formula: C₁₂H₄Cl₂F₆N₄S
• Synonyms: Fipronil sulfide; 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfanyl)pyrazole-3-carbonitrile
• IUPAC Name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfanyl)pyrazole-3-carbonitrile
• Canonical SMILES: C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)SC(F)(F)F)N)Cl)C(F)(F)F
• InChI Key: FQXWEKADCSXYOC-UHFFFAOYSA-N
• Boiling Point: 393.242ºC at 760 mmHg
• Flash Point: 191.626ºC
• Density: 1.761g/cm³
• EC Number: 601-662-9
• Exact Mass: 419.94400

Case Study

Quantitative Determination of Fipronil and Its Intermediates in Soil

Tomazini R, et al. Analytical Methods, 2020, 12(25), 3242-3249.

Fipronil is an insecticide and the active ingredient in many formulations. When applied to crops, fipronil may undergo chemical or biodegradation to produce intermediates. In order to detect these persistent fipronil intermediates, this work used extraction combined with ultrasound and GC-ECD to simultaneously quantify fipronil and its intermediates including fipronil desulfinyl, fipronil sulfone and fipronil sulfide.
Quantitative method
· The analytes were extracted using an ultrasonic bath and the solvent ratio, number of cycles, and cycle time were optimized through a Box-Behnken design with a triplicate central point. Optimal extraction conditions were determined using response surface analysis.
· A clean-up step was performed using solid-phase extraction (SPE) cartridges containing silica and aluminum oxide. Gas chromatography with electron capture detection (GC-ECD) was utilized to separate fipronil and its intermediates (including fipronil sulfide) with a resolution suitable for a 20-minute runtime. The best quantification results were obtained using a 1:1 (v/v) acetone/hexane ratio and 2 ultrasound cycles of 15 minutes each.
· Recovery values ranged from 81 to 108%, with a relative standard deviation (RSD) below 6% and no impact from the matrix used. Analytical curves showed regression coefficients above 0.9908 for concentrations ranging from 0.005 to 0.6 μg g-1. Limits of detection (LOD) ranged from 0.002 to 0.006 μg g-1 and limits of quantification (LOQ) ranged from 0.006 to 0.020 μg g-1 for all analytes.

Custom Q&A

What is the molecular formula of fipronil-sulfide?

The molecular formula of fipronil-sulfide is C12H4Cl2F6N4S.

What is the molecular weight of fipronil-sulfide?

The molecular weight of fipronil-sulfide is 421.1 g/mol.

What is the IUPAC name of fipronil-sulfide?

The IUPAC name of fipronil-sulfide is 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfanyl)pyrazole-3-carbonitrile.

What is the InChI of fipronil-sulfide?

The InChI of fipronil-sulfide is InChI=1S/C12H4Cl2F6N4S/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)25-12(18,19)20/h1-2H,22H2.

What is the InChIKey of fipronil-sulfide?

The InChIKey of fipronil-sulfide is FQXWEKADCSXYOC-UHFFFAOYSA-N.

What is the canonical SMILES of fipronil-sulfide?

The canonical SMILES of fipronil-sulfide is C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)SC(F)(F)F)N)Cl)C(F)(F)F.

What is the CAS number of fipronil-sulfide?

The CAS number of fipronil-sulfide is 120067-83-6.

What is the European Community (EC) number of fipronil-sulfide?

The European Community (EC) number of fipronil-sulfide is 601-662-9.

What is the hydrogen bond donor count of fipronil-sulfide?

The hydrogen bond donor count of fipronil-sulfide is 1.

What is the hydrogen bond acceptor count of fipronil-sulfide?

The hydrogen bond acceptor count of fipronil-sulfide is 10.