ACCESSION: MSBNK-Eawag-EA266801
RECORD_TITLE: Fipronil-sulfide; LC-ESI-ITFT; MS2; CE: 35%; R=7500; [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 2668
CH$NAME: Fipronil-sulfide
CH$NAME: 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfanyl]-1H-pyrazole-3-carbonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H4Cl2F6N4S
CH$EXACT_MASS: 419.9438
CH$SMILES: FC(F)(F)c2cc(Cl)c(n1nc(C#N)c(SC(F)(F)F)c1N)c(Cl)c2
CH$IUPAC: InChI=1S/C12H4Cl2F6N4S/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)25-12(18,19)20/h1-2H,22H2
CH$LINK: CAS
120067-83-6
CH$LINK: PUBCHEM
CID:9953940
CH$LINK: INCHIKEY
FQXWEKADCSXYOC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
8129550
CH$LINK: COMPTOX
DTXSID50869644
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 35 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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 13.0 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 442.9332
MS$FOCUSED_ION: PRECURSOR_M/Z 420.9511
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: splash10-014i-0019000000-fd28612107709a84965a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
154.9889 C2H5Cl2N4+ 2 154.9886 2.21
181.999 C4H3F3N3S+ 2 181.9994 -2.41
227.9586 C2H2Cl2F4N4+ 2 227.9587 -0.42
239.9586 C3H2Cl2F4N4+ 2 239.9587 -0.4
246.0038 C9H4ClF3N3+ 1 246.004 -0.84
259.0117 C10H5ClF3N3+ 1 259.0119 -0.47
263.973 C9H4ClF3N2S+ 1 263.973 -0.01
264.9806 C9H5ClF3N2S+ 1 264.9809 -1.12
267.9774 C10H2F6S+ 2 267.9776 -0.9
273.014 C10H5ClF3N4+ 1 273.0149 -3.28
284.0069 C11H4ClF3N4+ 1 284.0071 -0.6
285.0147 C11H5ClF3N4+ 1 285.0149 -1
289.9755 C10H4ClF3N3S+ 3 289.9761 -2.06
292.9732 C10H4Cl2F3N3+ 2 292.9729 0.93
298.9416 C9H4Cl2F3N2S+ 1 298.9419 -0.82
315.98 C11H4ClF3N4S+ 1 315.9792 2.53
316.9867 C11H5ClF3N4S+ 1 316.987 -1.09
318.9758 C12HF6N2S+ 2 318.9759 -0.45
319.9834 C12H2F6N2S+ 2 319.9837 -1
325.9174 C9HCl2F3N3OS+ 2 325.9164 3.19
331.9497 C11H4Cl2F2N4S+ 1 331.9496 0.27
333.9769 C10H5ClF6N2S+ 1 333.9761 2.43
335.9368 C11H3Cl2F3N3S+ 1 335.9371 -1
337.9558 C11H2ClF5N3S+ 2 337.9573 -4.39
343.9605 C11H3ClF6N2S+ 1 343.9604 0.21
345.9706 C12H3ClF4N4S+ 1 345.9698 2.32
350.9482 C11H4Cl2F3N4S+ 1 350.948 0.45
351.9556 C11H5Cl2F3N4S+ 1 351.9559 -0.76
357.9629 C11H3ClF6N3S+ 1 357.9635 -1.68
364.9682 C12H3ClF5N4S+ 1 364.9682 0.21
365.9757 C12H4ClF5N4S+ 1 365.976 -0.87
380.9383 C12H3Cl2F4N4S+ 1 380.9386 -0.79
384.9738 C12H4ClF6N4S+ 1 384.9744 -1.51
385.9822 C12H5ClF6N4S+ 1 385.9822 -0.09
400.9449 C12H4Cl2F5N4S+ 1 400.9448 0.05
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
154.9889 2975 1
181.999 14965.4 8
227.9586 12194.2 6
239.9586 21324.8 11
246.0038 58495 32
259.0117 59857.1 33
263.973 2884.1 1
264.9806 55713.5 30
267.9774 34975.8 19
273.014 4395 2
284.0069 53012.8 29
285.0147 110592.7 61
289.9755 7123 3
292.9732 23380.2 12
298.9416 9358.5 5
315.98 49237 27
316.9867 1801684.9 999
318.9758 32822.6 18
319.9834 746834.7 414
325.9174 2923 1
331.9497 7802.3 4
333.9769 5058.3 2
335.9368 389658.9 216
337.9558 7955.8 4
343.9605 34755.3 19
345.9706 15954.5 8
350.9482 44274.2 24
351.9556 318260.4 176
357.9629 20403.4 11
364.9682 20638.2 11
365.9757 130865.2 72
380.9383 17112.7 9
384.9738 11521.7 6
385.9822 167665.4 92
400.9449 13148 7
//
