MassBank Record: SM878353



 Fipronil; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]- 
Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk) \n

ACCESSION: SM878353
RECORD_TITLE: Fipronil; LC-ESI-QFT; MS2; CE: 35 NCE; R=35000; [M-H]-
DATE: 2016.12.12
AUTHORS: Krauss M, Schymanski EL, Weidauer C, Schupke H, UFZ and Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2016 UFZ/Eawag
PUBLICATION: Schymanski, EL et al. Critical Assessment of Small Molecule Identification 2016 - Automated Methods. Submitted.
COMMENT: CONFIDENCE Reference Standard (Level 1)
COMMENT: INTERNAL_ID 8783

CH$NAME: Fipronil CH$NAME: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile CH$COMPOUND_CLASS: N/A; Environmental Standard CH$FORMULA: C12H4Cl2F6N4OS CH$EXACT_MASS: 435.93871 CH$SMILES: NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)S(=O)C(F)(F)F CH$IUPAC: InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2 CH$LINK: CAS 75530-68-6 CH$LINK: CHEBI 83394 CH$LINK: KEGG C11099 CH$LINK: PUBCHEM CID:3352 CH$LINK: INCHIKEY ZOCSXAVNDGMNBV-UHFFFAOYSA-N CH$LINK: CHEMSPIDER 3235
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific AC$INSTRUMENT_TYPE: LC-ESI-QFT AC$MASS_SPECTROMETRY: MS_TYPE MS2 AC$MASS_SPECTROMETRY: IONIZATION ESI AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 (nominal) AC$MASS_SPECTROMETRY: RESOLUTION 35000 AC$CHROMATOGRAPHY: COLUMN_NAME Kinetex C18 EVO 2.6 um, 2.1x50 mm, precolumn 2.1x5 mm, Phenomenex AC$CHROMATOGRAPHY: FLOW_GRADIENT 95/5 at 0 min, 95/5 at 1 min, 0/100 at 13 min, 0/100 at 24 min AC$CHROMATOGRAPHY: FLOW_RATE 300 uL/min AC$CHROMATOGRAPHY: RETENTION_TIME 12.263 min AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 434.9313 MS$FOCUSED_ION: PRECURSOR_M/Z 434.9314 MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]- MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1 MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included MS$DATA_PROCESSING: WHOLE RMassBank 2.3.1
PK$SPLASH: splash10-004j-0289000000-1120bdff6950cc6be900 PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm) 81.9739 ClFN2- 1 81.974 -0.63 143.0052 C8FN2- 2 143.0051 0.61 148.9914 C7H2ClN2- 1 148.9912 1.43 150.0033 C7F2N2- 1 150.0035 -1.1 160.0014 CF4N4O- 2 160.0014 -0.01 162.0038 C8F2N2- 1 162.0035 1.52 163.0113 C8HF2N2- 1 163.0113 -0.29 170.0098 C7HF3N2- 1 170.0097 0.17 172.9829 C5H2FN2O2S- 2 172.9827 1.6 182.0098 C8HF3N2- 1 182.0097 0.14 183.0176 C8H2F3N2- 1 183.0176 0.28 201.9985 C10F2N2O- 2 201.9984 0.43 208.9583 C8H2ClN2OS- 2 208.9582 0.4 212.9492 C7H2Cl2F3- 3 212.9491 0.19 214.9896 C8H2F3N2S- 3 214.9896 0.02 216.9788 C8HClF3N2- 2 216.9786 1.11 217.9864 C8H2ClF3N2- 1 217.9864 0.1 223.9833 C6H3ClF6- 3 223.9833 0.13 227.9834 C10H2ClF3N- 5 227.9833 0.4 228.9437 C2HCl2F4N3O- 5 228.9438 -0.7 233.9813 C8H2ClF3N2O- 4 233.9813 0.06 235.9558 C8H2ClF3NS- 7 235.9554 1.68 236.9977 C12H2ClN4- 5 236.9973 1.52 242.9849 C9H2F3N2OS- 1 242.9845 1.62 243.9896 C9H2ClF3N3- 2 243.9895 0.46 244.9214 C7H2Cl2F3S- 4 244.9212 0.92 245.9819 C7H2F6NS- 5 245.9818 0.56 249.9586 C8H2ClF3N2S- 4 249.9585 0.65 253.9867 C11H2ClF3N2- 3 253.9864 1.09 255.9897 C10H2ClF3N3- 2 255.9895 1 262.9524 C10H2Cl2F3N- 5 262.9522 0.85 267.9896 C11H2ClF3N3- 2 267.9895 0.25 271.9845 C10H2ClF3N3O- 3 271.9844 0.36 277.9534 C9H2ClF3N2OS- 2 277.9534 0.05 278.9966 C8H3F4N4OS- 2 278.9969 -0.97 280.9571 C9H2ClF4N2S- 4 280.9569 0.63 281.9926 C11H2ClF3N4- 2 281.9926 0.3 283.0008 C11H3ClF3N4- 1 283.0004 1.32 287.9617 C10H2ClF3N3S- 4 287.9616 0.34 303.9567 C10H2ClF3N3OS- 2 303.9565 0.71 317.9693 C11H3Cl2F3N4- 2 317.9692 0.18 329.9597 C11H2ClF3N4OS- 2 329.9595 0.6 332.9635 C11H2ClF4N4S- 2 332.963 1.39 348.9329 C11H2Cl2F3N4S- 2 348.9335 -1.55 350.9875 C12H2ClF6N4- 1 350.9878 -0.75 364.9283 C11H2Cl2F3N4OS- 2 364.9284 -0.26 365.9361 C11H3Cl2F3N4OS- 1 365.9362 -0.3 398.9549 C12H2ClF6N4OS- 1 398.9548 0.32 434.9316 C12H3Cl2F6N4OS- 1 434.9314 0.37 PK$NUM_PEAK: 49 PK$PEAK: m/z int. rel.int. 81.9739 27994 1 143.0052 83659.1 4 148.9914 32452 1 150.0033 136447 7 160.0014 22536.8 1 162.0038 21628.1 1 163.0113 538489.8 27 170.0098 1407118.4 72 172.9829 19996.4 1 182.0098 821485.4 42 183.0176 4985883.5 256 201.9985 89166.2 4 208.9583 99080.8 5 212.9492 253720.5 13 214.9896 28882.9 1 216.9788 133409.9 6 217.9864 1164941.9 59 223.9833 86857.6 4 227.9834 25546.2 1 228.9437 29775.2 1 233.9813 216619.8 11 235.9558 39381.4 2 236.9977 20765.7 1 242.9849 172003.5 8 243.9896 1601487 82 244.9214 31602.7 1 245.9819 22429.5 1 249.9586 11509768 592 253.9867 398818.7 20 255.9897 34149.6 1 262.9524 34319.4 1 267.9896 921319.2 47 271.9845 97354 5 277.9534 5181366.5 266 278.9966 31722 1 280.9571 484814.2 24 281.9926 1794218.9 92 283.0008 32445.3 1 287.9617 573088.5 29 303.9567 108263.9 5 317.9693 3545735.8 182 329.9597 19401500 999 332.9635 447585.2 23 348.9329 80626.2 4 350.9875 157033.5 8 364.9283 107610.4 5 365.9361 983188.9 50 398.9549 2445299.2 125 434.9316 2803552.5 144 //