ACCESSION: MSBNK-Athens_Univ-AU241360
RECORD_TITLE: Fipronil; LC-ESI-QTOF; MS2; CE: 40 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$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$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 10.484 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 5mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 5mM ammonium acetate
MS$FOCUSED_ION: BASE_PEAK 434.931
MS$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: splash10-003s-0390000000-f9fb677cc2f359e691f7
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
143.004 C3H3N4OS- 4 143.0033 5.08
148.9915 C7H2ClN2- 8 148.9912 1.88
150.0024 C2H3FN4OS- 5 150.0017 4.73
163.0111 C8HF2N2- 3 163.0113 -1.36
164.0145 C7[13]CHF2N2- 1 164.0141 2.51
170.0095 C7HF3N2- 3 170.0097 -1.26
171.0128 C6[13]CHF3N2- 1 171.0125 1.67
182.0092 C8HF3N2- 4 182.0097 -3.05
183.0177 C8H2F3N2- 2 183.0176 1
184.0193 C7[13]CH2F3N2- 1 184.0204 -5.51
201.9979 C10F2N2O- 9 201.9984 -2.76
208.9579 ClF5H3N2OS- 12 208.958 -0.51
212.948 C2HCl2F4N3- 13 212.9489 -4.28
214.9451 C2HCl[37]ClF4N3- 1 214.9454 -1.61
216.9767 C6H3ClFN4S- 17 216.9756 4.74
217.9857 C8H2ClF3N2- 15 217.9864 -3.13
218.988 C7[13]CH2ClF3N2- 1 218.9892 -5.67
219.9824 C8H2[37]ClF3N2- 1 219.9829 -2.26
233.9794 C9H3ClN4S- 17 233.9772 9.43
235.9747 C9H3[37]ClN4S- 1 235.9737 4.12
242.9829 C11H3ClF3O- 14 242.983 -0.31
243.9887 C9H2ClF3N3- 12 243.9895 -3.2
244.9215 C7H2Cl2F3S- 9 244.9212 1.35
244.9903 C8[13]CH2ClF3N3- 1 244.9923 -7.99
245.9862 C9H2[37]ClF3N3- 1 245.986 1
246.0138 C11HF3N4- 5 246.0159 -8.42
249.9584 C8H2ClF3N2S- 18 249.9585 -0.29
250.9608 C7[13]CH2ClF3N2S- 1 250.9613 -1.89
251.9549 C8H2[37]ClF3N2S- 1 251.955 -0.43
252.957 C11H2ClF2NS- 16 252.957 0.14
253.9851 C8H3ClF4N2O- 15 253.9876 -9.47
254.9902 C7[13]CH3ClF4N2O- 1 254.9904 -0.69
255.9853 C8H3[37]ClF4N2O- 1 255.9841 4.96
262.9479 C5HCl2F4N4- 16 262.952 -15.44
264.9469 C5HCl[37]ClF4N4- 1 264.9485 -6.12
267.9889 C11H2ClF3N3- 12 267.9895 -2.12
268.9914 C10[13]CH2ClF3N3- 1 268.9923 -3.17
269.9849 C11H2[37]ClF3N3- 1 269.986 -3.89
271.9826 C10H3ClF6- 9 271.9833 -2.56
277.9529 C12HClF2N2S- 18 277.9523 2.21
278.9549 C11[13]CHClF2N2S- 1 278.9551 -0.74
279.9495 C12H[37]ClF2N2S- 1 279.9488 2.69
280.9547 C6H2Cl2F5N3- 14 280.9551 -1.72
281.9923 C11H2ClF3N4- 8 281.9926 -0.8
282.9523 C8H3Cl2F6- 15 282.9521 0.59
282.9951 C10[13]CH2ClF3N4- 1 282.9954 -1
283.9882 C11H2[37]ClF3N4- 1 283.9891 -2.99
284.9922 C11H3ClF3N3O- 9 284.9922 0.03
287.9597 C12H3Cl2F3N- 13 287.96 -0.91
288.9626 C11[13]CH3Cl2F3N- 1 288.9628 -0.64
289.956 C12H3Cl[37]ClF3N- 1 289.9565 -1.62
303.9544 C7H2Cl2F4N4O- 14 303.9547 -1.23
317.9682 C11H3Cl2F3N4- 7 317.9692 -3.29
318.9703 C10[13]CH3Cl2F3N4- 1 318.972 -5.37
319.9664 C11H3Cl[37]ClF3N4- 1 319.9657 2.08
320.9718 C11HClF5N3O- 4 320.9734 -5.03
329.9578 C11H3ClF6NS- 8 329.9584 -1.91
330.9616 C10[13]CH3ClF6NS- 1 330.9612 0.93
331.9542 C11H3[37]ClF6NS- 1 331.9549 -2.23
332.9571 C11H2Cl2F3N4O- 8 332.9563 2.26
334.9545 C11H2Cl[37]ClF3N4O- 1 334.9528 5
348.9315 C6H3Cl2F6N3OS- 6 348.9284 9.12
350.9271 C6H3Cl[37]ClF6N3OS- 1 350.9249 6.38
350.9909 C12H3F6N3OS- 2 350.9907 0.82
PK$NUM_PEAK: 64
PK$PEAK: m/z int. rel.int.
143.004 2660 20
148.9915 1052 7
150.0024 1296 9
163.0111 9060 68
164.0145 756 5
170.0095 19548 147
171.0128 1040 7
182.0092 21612 162
183.0177 132588 999
184.0193 6432 48
201.9979 1804 13
208.9579 840 6
212.948 4624 34
214.9451 2284 17
216.9767 1820 13
217.9857 22984 173
218.988 1864 14
219.9824 5180 39
233.9794 4528 34
235.9747 1300 9
242.9829 1824 13
243.9887 27612 208
244.9215 1076 8
244.9903 2136 16
245.9862 5700 42
246.0138 1072 8
249.9584 108712 819
250.9608 7440 56
251.9549 28024 211
252.957 1740 13
253.9851 11244 84
254.9902 1552 11
255.9853 3412 25
262.9479 1324 9
264.9469 860 6
267.9889 18128 136
268.9914 1904 14
269.9849 3424 25
271.9826 1352 10
277.9529 89140 671
278.9549 6176 46
279.9495 20856 157
280.9547 4632 34
281.9923 42748 322
282.9523 700 5
282.9951 4364 32
283.9882 9844 74
284.9922 936 7
287.9597 5576 42
288.9626 884 6
289.956 2024 15
303.9544 2224 16
317.9682 14096 106
318.9703 1496 11
319.9664 8232 62
320.9718 804 6
329.9578 5924 44
330.9616 768 5
331.9542 1832 13
332.9571 1192 8
334.9545 836 6
348.9315 832 6
350.9271 744 5
350.9909 1052 7
//
