ACCESSION: MSBNK-CASMI_2016-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, E. L.; Ruttkies, C.; Krauss, M.; Brouard, C.; Kind, T.; Dührkop, K.; Allen, F.; Vaniya, A.; Verdegem, D.; Böcker, S.; et al. Critical Assessment of Small Molecule Identification 2016: Automated Methods. Journal of Cheminformatics 2017, 9 (1). DOI:10.1186/s13321-017-0207-1
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$LINK: CHEMSPIDER 3235
CH$LINK: COMPTOX DTXSID4034609

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$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
//