ACCESSION: MSBNK-Eawag-EA266660
RECORD_TITLE: Fipronil; LC-ESI-ITFT; MS2; CE: 45%; R=15000; [M-H]-
DATE: 2014.01.14
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2012 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 2666

CH$NAME: Fipronil
CH$NAME: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)-3-pyrazolecarbonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₂H₄Cl₂F₆N₄OS
CH$EXACT_MASS: 435.9387
CH$SMILES: C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)S(=O)C(F)(F)F)N)Cl)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 120068-37-3
CH$LINK: CHEBI 5063
CH$LINK: KEGG D01042
CH$LINK: PUBCHEM CID:3352
CH$LINK: INCHIKEY ZOCSXAVNDGMNBV-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 3235
CH$LINK: COMPTOX DTXSID4034609

AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 15000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 12.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 434.9307
MS$FOCUSED_ION: PRECURSOR_M/Z 434.9314
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
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 1.3.1

PK$SPLASH: splash10-0032-0291000000-3b22aa5da6a4236b2f81
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  170.0094 C7HF3N2- 1 170.0097 -1.71
  182.0098 C8HF3N2- 1 182.0097 0.38
  183.0174 C8H2F3N2- 1 183.0176 -0.85
  233.9809 C8H2ClF3N2O- 4 233.9813 -1.81
  243.9891 C9H2ClF3N3- 1 243.9895 -1.53
  249.9582 C10H2Cl2N3O- 4 249.958 0.56
  253.9862 C11H2ClF3N2- 1 253.9864 -0.94
  267.9891 C11H2ClF3N3- 1 267.9895 -1.58
  277.9532 C12HClF2N2S- 3 277.9523 3.38
  281.9922 C11H2ClF3N4- 1 281.9926 -1.2
  317.9686 C12F6N2S- 2 317.9692 -1.81
  329.9393 C8ClF5N4OS- 2 329.9407 -4.15
  329.9593 C11H2ClF3N4OS- 2 329.9595 -0.7
PK$NUM_PEAK: 13
PK$PEAK: m/z int. rel.int.
  170.0094 37637.1 283
  182.0098 11287 85
  183.0174 60288.4 454
  233.9809 9909.6 74
  243.9891 27272.1 205
  249.9582 132484.9 999
  253.9862 12335.3 93
  267.9891 14632 110
  277.9532 94355.7 711
  281.9922 41878.2 315
  317.9686 45752.7 344
  329.9393 7933.2 59
  329.9593 15985 120
//