ACCESSION: MSBNK-CASMI_2016-SM884652
RECORD_TITLE: Fipronil sulfone; 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 8846

CH$NAME: Fipronil sulfone
CH$NAME: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfonyl)pyrazole-3-carbonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₂H₄Cl₂F₆N₄O₂S
CH$EXACT_MASS: 451.93362
CH$SMILES: C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)S(=O)(=O)C(F)(F)F)N)Cl)C(F)(F)F
CH$IUPAC: InChI=1S/C12H4Cl2F6N4O2S/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)27(25,26)12(18,19)20/h1-2H,22H2
CH$LINK: CAS 120068-36-2
CH$LINK: CHEBI 83487
CH$LINK: PUBCHEM CID:3078139
CH$LINK: INCHIKEY LGHZJDKSVUTELU-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2336427
CH$LINK: COMPTOX DTXSID6074750

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 12.688 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 450.9263
MS$FOCUSED_ION: PRECURSOR_M/Z 450.9263
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$SPLASH: splash10-03e9-0190600000-37db32073fb4d291c84b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  132.9575 CF3O2S- 3 132.9577 -0.94
  148.007 C10N2- 2 148.0067 2.14
  148.9911 C7H2ClN2- 2 148.9912 -0.82
  150.0034 C7F2N2- 1 150.0035 -0.59
  170.0097 C7HF3N2- 1 170.0097 0.08
  182.0097 C8HF3N2- 1 182.0097 -0.2
  183.0176 C8H2F3N2- 1 183.0176 0.19
  194.0096 C9HF3N2- 1 194.0097 -0.68
  198.0031 C11F2N2- 1 198.0035 -2.01
  201.9985 C10F2N2O- 2 201.9984 0.43
  207.0106 C3HF6N4- 3 207.0111 -2.41
  211.0062 C7H2F5NO- 3 211.0062 0.17
  216.9794 C5H2ClF4N2O- 4 216.9797 -1.69
  216.9922 CH3ClF5N4O- 7 216.9921 0.34
  217.9865 C8H2ClF3N2- 3 217.9864 0.45
  218.0097 C11HF3N2- 1 218.0097 -0.36
  226.0099 C8H2F6N- 3 226.0097 1.07
  227.0175 C11HF2N4- 3 227.0175 0.07
  233.9813 C8H2ClF3N2O- 5 233.9813 -0.01
  235.0241 C10H2F3N4- 2 235.0237 1.67
  241.98 C11ClFN4- 4 241.9801 -0.29
  243.9895 C9H2ClF3N3- 3 243.9895 0.14
  246.0159 C11HF3N4- 2 246.0159 0.13
  246.9896 C7H3F6NS- 5 246.9896 0.22
  251.0186 C10H2F3N4O- 3 251.0186 0.11
  253.9874 C8H3ClF4N2O- 4 253.9876 -0.71
  257.9808 C10H2ClF3N2O- 3 257.9813 -2.16
  257.9928 C9H2ClF3N4- 3 257.9926 0.79
  259.9845 C9H2ClF3N3O- 5 259.9844 0.3
  261.9864 C8H3ClF6N- 4 261.9864 0.17
  271.9843 C10H2ClF3N3O- 4 271.9844 -0.2
  281.9925 C11H2ClF3N4- 3 281.9926 -0.13
  283.0004 C11H3ClF3N4- 2 283.0004 -0.08
  283.9841 C11H2ClF3N3O- 4 283.9844 -0.97
  284.9795 C10HClF3N4O- 4 284.9796 -0.47
  297.9874 C11H2ClF3N4O- 4 297.9875 -0.08
  300.9907 C11H2ClF4N4- 3 300.991 -1.03
  313.9837 C9H2F6N3OS- 2 313.9828 2.77
  345.9545 C11H2ClF3N4O2S- 2 345.9545 0.17
  414.9499 C12H2ClF6N4O2S- 1 414.9497 0.57
  450.9266 C12H3Cl2F6N4O2S- 1 450.9263 0.53
PK$NUM_PEAK: 41
PK$PEAK: m/z int. rel.int.
  132.9575 1238146.6 49
  148.007 36604.4 1
  148.9911 38922.4 1
  150.0034 229791.1 9
  170.0097 1034547.6 41
  182.0097 605009.8 24
  183.0176 4697267 187
  194.0096 29730.8 1
  198.0031 164015.5 6
  201.9985 45757.4 1
  207.0106 153635.3 6
  211.0062 27200.2 1
  216.9794 132673.1 5
  216.9922 100792.4 4
  217.9865 2140823 85
  218.0097 2269510.5 90
  226.0099 164217.9 6
  227.0175 365371.6 14
  233.9813 2401564.2 95
  235.0241 96511.3 3
  241.98 256978.2 10
  243.9895 8996227 358
  246.0159 3936656 156
  246.9896 26793 1
  251.0186 158952.3 6
  253.9874 28136.6 1
  257.9808 74728 2
  257.9928 141717.3 5
  259.9845 364768.6 14
  261.9864 2012510.4 80
  271.9843 316951.6 12
  281.9925 16298901 649
  283.0004 2984749 118
  283.9841 135301.4 5
  284.9795 110311.1 4
  297.9874 1651802 65
  300.9907 234437.4 9
  313.9837 32532.4 1
  345.9545 558684.1 22
  414.9499 25084566 999
  450.9266 7847395 312
//