ACCESSION: MSBNK-Athens_Univ-AU241362
RECORD_TITLE: Fipronil; LC-ESI-QTOF; MS2; CE: Ramp 29.4-44.1 eV; R=35000; [M-H]-
DATE: 2019.03.29
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2413
CH$NAME: Fipronil
CH$NAME: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H4Cl2F6N4OS
CH$EXACT_MASS: 435.9387064
CH$SMILES: NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C#N)S(=O)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
75530-68-6
CH$LINK: CHEBI
83394
CH$LINK: KEGG
C11099
CH$LINK: PUBCHEM
CID:3352
CH$LINK: INCHIKEY
ZOCSXAVNDGMNBV-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3235
CH$LINK: COMPTOX
DTXSID4034609
AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY Ramp 29.4-44.1 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.475 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 5mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 5mM ammonium acetate
MS$FOCUSED_ION: BASE_PEAK 434.9313
MS$FOCUSED_ION: PRECURSOR_M/Z 434.9314
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.0
PK$SPLASH: splash10-00pj-0294000000-60d418c45e6253bddd76
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0025 C3N- 1 50.0036 -22.25
76.0055 C4N2- 1 76.0067 -15.1
81.9748 ClFN2- 3 81.974 10.18
84.9892 CF3O- 1 84.9907 -16.93
88.0052 C5N2- 1 88.0067 -17.07
113.0127 C7HN2- 1 113.0145 -16.29
143.0058 C5HF2N2O- 4 143.0062 -3.07
148.9899 C2F5NO- 10 148.9906 -4.64
150.0007 C5H2N4S- 7 150.0006 1
163.0111 C8HF2N2- 3 163.0113 -1.56
170.0097 C7HF3N2- 3 170.0097 -0.12
171.0124 C6[13]CHF3N2- 1 171.0125 -0.77
182.0099 C8HF3N2- 3 182.0097 0.8
183.0177 C8H2F3N2- 2 183.0176 0.78
184.0199 C7[13]CH2F3N2- 1 184.0204 -2.51
201.9964 C5F6N2- 11 201.9971 -3.59
208.9585 C8H2ClN2OS- 14 208.9582 1.74
212.9498 C8HClFNOS- 11 212.9457 19.46
214.9433 C8H[37]ClFNOS- 1 214.9422 5.17
216.9764 C6H3ClFN4S- 17 216.9756 3.63
217.9858 C8H2ClF3N2- 15 217.9864 -2.81
218.9861 C7[13]CH2ClF3N2- 1 218.9892 -14.25
219.9817 C8H2[37]ClF3N2- 1 219.9829 -5.53
233.98 C8H2ClF3N2O- 15 233.9813 -5.81
235.9778 C8H2[37]ClF3N2O- 1 235.9778 -0.28
242.9842 C9H2F3N2OS- 14 242.9845 -1.45
243.988 C9H2ClF3N3- 12 243.9895 -6.18
244.9231 C4H3Cl2F4OS- 10 244.9223 3.18
244.9895 C8[13]CH2ClF3N3- 1 244.9923 -11.42
245.9843 C9H2[37]ClF3N3- 1 245.986 -6.85
246.0145 C11HF3N4- 5 246.0159 -5.47
249.9582 C8H2ClF3N2S- 18 249.9585 -1.21
250.9604 C7[13]CH2ClF3N2S- 1 250.9613 -3.64
251.955 C8H2[37]ClF3N2S- 1 251.955 -0.11
252.9561 C5H3Cl2F4N2O- 18 252.9564 -1.27
253.9865 C11H2ClF3N2- 15 253.9864 0.32
254.9853 C10[13]CH2ClF3N2- 1 254.9892 -15.48
255.9862 C11H2[37]ClF3N2- 1 255.9829 12.8
262.9493 C11HClFN2OS- 16 262.9488 2.21
267.9891 C11H2ClF3N3- 12 267.9895 -1.39
268.989 C10[13]CH2ClF3N3- 1 268.9923 -12.18
269.9849 C11H2[37]ClF3N3- 1 269.986 -3.92
271.9831 C10H3ClF6- 10 271.9833 -0.81
277.9527 C9H2ClF3N2OS- 19 277.9534 -2.43
278.9557 C8[13]CH2ClF3N2OS- 1 278.9562 -1.68
279.9495 C9H2[37]ClF3N2OS- 1 279.9499 -1.39
280.9571 C9H2ClF4N2S- 15 280.9569 0.85
281.9916 C11H2ClF3N4- 8 281.9926 -3.35
282.9525 C8H3Cl2F6- 16 282.9521 1.36
282.9966 C10[13]CH2ClF3N4- 1 282.9954 4.25
283.9884 C11H2[37]ClF3N4- 1 283.9891 -2.26
284.994 C9H3F6N2S- 7 284.9927 4.55
287.9604 C10H2ClF3N3S- 15 287.9616 -3.92
288.9616 C9[13]CH2ClF3N3S- 1 288.9644 -9.46
288.968 C9[13]CH2ClF3N3S- 1 288.9644 12.65
289.9591 C10H2[37]ClF3N3S- 1 289.9581 3.48
303.9546 C7H2Cl2F4N4O- 14 303.9547 -0.58
317.9684 C11H3Cl2F3N4- 7 317.9692 -2.52
318.971 C10[13]CH3Cl2F3N4- 1 318.972 -3.11
319.9656 C11H3Cl[37]ClF3N4- 1 319.9657 -0.4
320.972 C11HClF5N3O- 4 320.9734 -4.36
321.9607 C11H3ClF4N2OS- 9 321.9596 3.23
329.9584 C11H3ClF6NS- 8 329.9584 -0.07
330.96 C10[13]CH3ClF6NS- 1 330.9612 -3.89
331.9558 C11H3[37]ClF6NS- 1 331.9549 2.56
332.9532 C12H2ClF4N2OS- 7 332.9518 4.15
334.9492 C9H2ClF6N2OS- 8 334.9486 1.72
348.9301 C10HCl2F6N2O- 6 348.9376 -21.27
348.9458 C10HCl2F6N2O- 7 348.9376 23.54
350.9267 C10HCl[37]ClF6N2O- 1 350.9341 -21.03
350.9866 C12H2ClF6N4- 3 350.9878 -3.27
364.9199 C12HCl2F4N3S- 5 364.921 -3.01
365.9357 C11H3Cl2F3N4OS- 4 365.9362 -1.54
PK$NUM_PEAK: 73
PK$PEAK: m/z int. rel.int.
50.0025 504 6
76.0055 588 7
81.9748 1040 12
84.9892 1724 20
88.0052 1548 18
113.0127 892 10
143.0058 1464 17
148.9899 416 5
150.0007 640 7
163.0111 4176 50
170.0097 19984 242
171.0124 1284 15
182.0099 8044 97
183.0177 59024 715
184.0199 3276 39
201.9964 516 6
208.9585 672 8
212.9498 2104 25
214.9433 672 8
216.9764 1292 15
217.9858 8908 108
218.9861 952 11
219.9817 1548 18
233.98 5992 72
235.9778 732 8
242.9842 1188 14
243.988 16144 195
244.9231 496 6
244.9895 1768 21
245.9843 2780 33
246.0145 480 5
249.9582 82396 999
250.9604 7636 92
251.955 18716 226
252.9561 1104 13
253.9865 5940 72
254.9853 656 7
255.9862 1452 17
262.9493 760 9
267.9891 10664 129
268.989 1156 14
269.9849 1700 20
271.9831 788 9
277.9527 67268 815
278.9557 4948 59
279.9495 10260 124
280.9571 3740 45
281.9916 25204 305
282.9525 752 9
282.9966 3376 40
283.9884 4424 53
284.994 496 6
287.9604 4412 53
288.9616 504 6
288.968 452 5
289.9591 764 9
303.9546 1188 14
317.9684 46372 562
318.971 5484 66
319.9656 20644 250
320.972 1032 12
321.9607 560 6
329.9584 51364 622
330.96 5596 67
331.9558 8380 101
332.9532 1524 18
334.9492 416 5
348.9301 880 10
348.9458 472 5
350.9267 472 5
350.9866 1044 12
364.9199 480 5
365.9357 548 6
//
