ACCESSION: MSBNK-Eawag-EA266812
RECORD_TITLE: Fipronil-sulfide; LC-ESI-ITFT; MS2; CE: 75%; 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 HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 75 % (nominal)
AC$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: splash10-03dr-0090000000-9dc0d370dc3794fc8e55
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
71.9904 C2H2NS+ 1 71.9902 2.27
96.9852 C3HN2S+ 1 96.9855 -2.74
97.9932 C3H2N2S+ 1 97.9933 -1.74
165.9795 C6H2ClF3+ 2 165.9792 2.15
200.9478 CHCl2F4N3+ 2 200.9478 -0.08
201.9933 C8H3F3NS+ 2 201.9933 0.34
203.9824 C8H2ClF3N+ 2 203.9822 0.89
212.9473 C2HCl2F4N3+ 2 212.9478 -2.24
220.0003 C8H4ClF3N2+ 1 220.001 -3.05
221.0079 C8H5ClF3N2+ 2 221.0088 -3.97
227.9587 C2H2Cl2F4N4+ 2 227.9587 -0.03
228.9663 C2H3Cl2F4N4+ 2 228.9665 -0.92
230.9927 C9H3ClF3N2+ 1 230.9931 -1.8
233.0086 C9H5ClF3N2+ 1 233.0088 -0.63
237.9696 C3H3ClF4N4S+ 2 237.9698 -0.71
238.9509 C3HCl2F4N4+ 2 238.9509 0
239.9584 C3H2Cl2F4N4+ 2 239.9587 -1.4
242.9581 C9H2ClF2N2S+ 3 242.959 -3.54
246.0037 C9H4ClF3N3+ 1 246.004 -1.24
247.9538 C4HClF4N4S+ 3 247.9541 -1.41
250.0453 C11H5F3N4+ 1 250.0461 -3.01
251.9723 C8H4ClF3N2S+ 3 251.973 -2.79
254.9693 C9HF6S+ 2 254.9698 -1.67
255.0073 C10H4F3N3S+ 1 255.0073 0.3
256.9194 C3HCl2F4N3S+ 2 256.9199 -2.05
257.9278 C3H2Cl2F4N3S+ 2 257.9277 0.14
258.0037 C10H4ClF3N3+ 1 258.004 -1.22
262.9648 C9H3ClF3N2S+ 2 262.9652 -1.51
264.9805 C9H5ClF3N2S+ 1 264.9809 -1.54
274.9648 C10H3ClF3N2S+ 3 274.9652 -1.41
282.0171 C11H5F3N4S+ 1 282.0182 -3.7
289.9759 C10H4ClF3N3S+ 2 289.9761 -0.61
316.9871 C11H5ClF3N4S+ 1 316.987 0.17
PK$NUM_PEAK: 33
PK$PEAK: m/z int. rel.int.
71.9904 1831.2 19
96.9852 1434.9 15
97.9932 23188.5 252
165.9795 2055.8 22
200.9478 3863.1 42
201.9933 5069.5 55
203.9824 3379.4 36
212.9473 5406.3 58
220.0003 2490 27
221.0079 4306.2 46
227.9587 14935.5 162
228.9663 7582.4 82
230.9927 4165.9 45
233.0086 5676.8 61
237.9696 91616.2 999
238.9509 11947.1 130
239.9584 4023.7 43
242.9581 1622.5 17
246.0037 8341.8 90
247.9538 15089.8 164
250.0453 4533.1 49
251.9723 6873.1 74
254.9693 29060.6 316
255.0073 2332.9 25
256.9194 8038.6 87
257.9278 2758.1 30
258.0037 4580.4 49
262.9648 82399 898
264.9805 55168.1 601
274.9648 29251.6 318
282.0171 3327.4 36
289.9759 18004 196
316.9871 5503 60
//