ACCESSION: MSBNK-Eawag-EA266814
RECORD_TITLE: Fipronil-sulfide; LC-ESI-ITFT; MS2; CE: 35%; 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 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 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 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-0009000000-887a73dbf737e8aa8d5d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
181.9997 C9H4F2S+ 2 181.9996 0.39
226.9876 C9H2F3N2S+ 4 226.9885 -3.97
227.9588 C7H3Cl2F3N+ 2 227.9589 -0.38
239.9589 C8H3Cl2F3N+ 2 239.9589 0.02
246.0039 C9H4ClF3N3+ 1 246.004 -0.55
259.0116 C10H5ClF3N3+ 1 259.0119 -0.85
264.9802 C9H5ClF3N2S+ 3 264.9809 -2.33
267.9776 C10H2F6S+ 2 267.9776 0.07
284.0067 C11H4ClF3N4+ 1 284.0071 -1.58
285.0146 C11H5ClF3N4+ 1 285.0149 -1.14
292.9728 C11HF6NS+ 2 292.9728 -0.21
298.9408 C9H4Cl2F3N2S+ 1 298.9419 -3.77
315.9791 C11H4ClF3N4S+ 1 315.9792 -0.38
316.9867 C11H5ClF3N4S+ 1 316.987 -1.06
318.9748 C12HF6N2S+ 2 318.9759 -3.43
319.9835 C12H2F6N2S+ 2 319.9837 -0.87
331.9489 C11H4Cl2F2N4S+ 2 331.9496 -2.32
333.9761 C10H5ClF6N2S+ 1 333.9761 0.16
335.9367 C11H3Cl2F3N3S+ 1 335.9371 -1.2
337.9579 C11H2ClF5N3S+ 1 337.9573 1.88
343.96 C11H3ClF6N2S+ 1 343.9604 -1.1
345.9685 C12H3ClF4N4S+ 1 345.9698 -3.7
350.9478 C11H4Cl2F3N4S+ 1 350.948 -0.67
351.9555 C11H5Cl2F3N4S+ 1 351.9559 -0.91
357.9623 C11H3ClF6N3S+ 1 357.9635 -3.3
364.9665 C12H3ClF5N4S+ 1 364.9682 -4.47
365.9757 C12H4ClF5N4S+ 1 365.976 -0.84
380.9385 C12H3Cl2F4N4S+ 1 380.9386 -0.27
384.9746 C12H4ClF6N4S+ 1 384.9744 0.62
385.982 C12H5ClF6N4S+ 1 385.9822 -0.58
400.9432 C12H4Cl2F5N4S+ 1 400.9448 -3.99
420.952 C12H5Cl2F6N4S+ 1 420.9511 2.09
PK$NUM_PEAK: 32
PK$PEAK: m/z int. rel.int.
181.9997 2370.2 5
226.9876 1520.1 3
227.9588 1889.7 4
239.9589 5242.2 11
246.0039 12992.6 29
259.0116 12790.5 29
264.9802 12540.4 28
267.9776 7170 16
284.0067 12992.5 29
285.0146 24760.3 56
292.9728 4184.2 9
298.9408 2579.5 5
315.9791 12282.6 27
316.9867 439671.7 999
318.9748 5221 11
319.9835 184113 418
331.9489 2307.4 5
333.9761 2665.2 6
335.9367 85576.1 194
337.9579 1929.4 4
343.96 8591.8 19
345.9685 6296.5 14
350.9478 8293.5 18
351.9555 81457.6 185
357.9623 4318.5 9
364.9665 4531 10
365.9757 35122.3 79
380.9385 3921.2 8
384.9746 2991.3 6
385.982 38494.1 87
400.9432 2347.4 5
420.952 10190.1 23
//
