ACCESSION: MSBNK-Eawag-EQ418106
RECORD_TITLE: Fipronil-TP RPA 200761; LC-ESI-QFT; MS2; CE: 90%; R=17500; [M+H]+
DATE: 2019.12.03
AUTHORS: K. Kiefer [dtc], J. Hollender [dtc], H. Singer [dtc], M. Stravs [com]
LICENSE: CC BY-SA
COPYRIGHT: Copyright (C) Eawag 2019
PUBLICATION: Kiefer, K.; Mueller, A.; Singer, H.; Hollender, J. New relevant pesticide transformation products in groundwater detected using target and suspect screening for agricultural and urban micropollutants with LC-HRMS. Water Research 2019, 165. DOI: https://doi.org/10.1016/j.watres.2019.114972
COMMENT: CONFIDENCE standard compound
COMMENT: UCHEM_ID 4181
CH$NAME: Fipronil-TP RPA 200761
CH$NAME: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H5Cl2F6N3O3S
CH$EXACT_MASS: 454.9333
CH$SMILES: NC1=C(C(=NN1C1=C(Cl)C=C(C=C1Cl)C(F)(F)F)C(O)=O)S(=O)C(F)(F)F
CH$IUPAC: InChI=1S/C12H5Cl2F6N3O3S/c13-4-1-3(11(15,16)17)2-5(14)7(4)23-9(21)8(6(22-23)10(24)25)27(26)12(18,19)20/h1-2H,21H2,(H,24,25)
CH$LINK: PUBCHEM
CID:23079075
CH$LINK: INCHIKEY
OHWPIAZSHNMBAC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
16106629
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 17500
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 8.085 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B MeOH with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 455.9408
MS$FOCUSED_ION: PRECURSOR_M/Z 455.9406
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 2.99.1
PK$SPLASH: splash10-0kdi-0490000000-8160b33e20eb597d442b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
59.9902 CH2NS+ 1 59.9902 -1.37
61.9792 CHClN+ 1 61.9792 -0.01
62.9701 CFS+ 1 62.9699 2.27
62.987 CH2ClN+ 1 62.987 -0.78
63.9852 H2NOS+ 1 63.9852 0.2
68.9947 CF3+ 1 68.9947 0.07
69.9746 C2NS+ 1 69.9746 -0.26
69.9922 C2NO2+ 1 69.9924 -1.96
121.9794 C6HClN+ 1 121.9792 1.95
123.9956 C6HFO2+ 3 123.9955 0.7
132.0181 C6H3F3+ 2 132.0181 -0.17
143.0103 C7H2F3+ 2 143.0103 -0.04
157.0134 C7H2F3N+ 1 157.0134 -0.04
157.9935 C2HF3N2O3+ 6 157.9934 0.48
158.0211 C7H3F3N+ 1 158.0212 -0.58
158.9637 C6H3Cl2N+ 5 158.9637 -0.12
158.9802 C2HClF3N3+ 3 158.9806 -2.29
164.0182 C8H2F2N2+ 1 164.0181 0.9
165.9792 C6H2ClF3+ 2 165.9792 0.44
166.9587 CH3Cl2F2N2O+ 5 166.9585 1.1
166.9871 C6H3ClF3+ 3 166.987 0.55
167.9848 C7H3ClNO2+ 7 167.9847 0.48
170.0038 C10HFNO+ 5 170.0037 0.65
170.0203 C3H6F2N3OS+ NA 170.0194 5.41
171.9756 C4H6ClFO2S+ 3 171.9756 0.33
172.9838 C7H2ClF2N+ 2 172.9838 -0.31
173.9909 C10F2O+ 3 173.9912 -1.52
174.9824 C6H5Cl2N2+ 8 174.9824 -0.02
176.9711 C2ClF4N3+ 3 176.9711 -0.1
177.9639 C3H2ClF3O3+ 8 177.9639 -0.01
177.979 C2HClF4N3+ 2 177.979 0.35
178.9698 C2F5N2S+ 7 178.9697 0.36
178.9867 C2H2ClF4N3+ 4 178.9868 -0.48
181.0135 C9H2F3N+ 2 181.0134 0.46
183.017 C8H2F3N2+ 2 183.0165 2.93
184.0242 C8H3F3N2+ 1 184.0243 -0.64
185.0321 C8H4F3N2+ 1 185.0321 0.21
185.9749 C2F6O3+ 10 185.9746 1.6
187.991 C7H4ClFNO2+ 9 187.9909 0.29
189.9864 C7H3ClF2NO+ 8 189.9866 -0.98
190.9527 C2HClF3N3S+ 6 190.9526 0.42
191.9822 C7H2ClF3N+ 2 191.9822 -0.4
192.0262 C7H5F3NO2+ 2 192.0267 -2.48
192.9901 C7H3ClF3N+ 4 192.9901 0.41
193.0186 C4H3F6N2+ 1 193.0195 -4.55
193.9701 C2H2ClF3N2O3+ 10 193.9701 0.11
193.9976 C10HF3O+ 6 193.9974 0.81
195.0165 C9H2F3N2+ 1 195.0165 0.42
196.0245 C9H3F3N2+ 2 196.0243 0.98
198.9522 CH2Cl2F3N3O+ 4 198.9522 0.37
198.9858 C3H3F2N3O3S+ 5 198.9858 0.06
199.9824 C12H2ClF+ 5 199.9824 0.26
200.9479 C6H2Cl2F3+ 2 200.948 -0.37
200.9855 C7H5Cl2N3+ 7 200.9855 -0.05
201.9929 C10H3ClN2O+ 7 201.9928 0.26
203.0283 C10H3F2N3+ 2 203.029 -3.47
203.9823 C8H2ClF3N+ 3 203.9822 0.49
206.981 C11H2ClF2+ 5 206.9808 1
207.9524 C7H2Cl2F2N+ 3 207.9527 -1.22
208.0069 C12HFN2O+ 7 208.0067 0.58
208.9482 C6HCl2F2N2+ 3 208.9479 1.45
209.9509 C2HClF4N3S+ 9 209.951 -0.52
209.9688 C2HClF4N3O2+ 7 209.9688 0.08
209.9927 C7H4ClF3NO+ 9 209.9928 -0.68
210.9862 C9H4FO3S+ 5 210.986 1.19
212.9478 C2HCl2F4N3+ 3 212.9478 0.15
215.9488 C7H2Cl2N2O2+ 6 215.9488 0.14
215.9813 C4H3F3N2O3S+ 5 215.9811 1.07
218.9927 C11F3NO+ 4 218.9926 0.11
220.0009 C8H4ClF3N2+ 5 220.001 -0.28
221.0085 C8H5ClF3N2+ 4 221.0088 -1.09
222.0279 C10H3F3N3+ 3 222.0274 2.56
223.0351 C10H4F3N3+ 1 223.0352 -0.23
223.9773 C12HClN2O+ 9 223.9772 0.56
226.9884 C9H2F3N2S+ 10 226.9885 -0.5
227.9589 C7H3Cl2F3N+ 5 227.9589 -0.16
227.9962 C9H3F3N2S+ 10 227.9964 -0.61
228.9672 C2HClF5N3O2+ 9 228.9672 -0.07
230.993 C9H3ClF3N2+ 5 230.9931 -0.78
234.9635 C9F5S+ 7 234.9635 -0.29
235.9541 C10H2Cl2N2O+ 8 235.9539 0.93
236.9622 C2H2ClF6NO3+ 10 236.9622 0.2
237.9701 C10H2ClFNO3+ 12 237.9702 -0.26
238.9677 C9H4ClN2O2S+ 9 238.9677 0.35
239.9589 C8H3Cl2F3N+ 6 239.9589 -0.18
240.0377 C10H5F3N3O+ 2 240.0379 -1
242.9591 C3HClF5N2O3+ 11 242.959 0.1
245.9694 C11F2N2OS+ 12 245.9694 0.09
249.0037 C9H5ClF3N2O+ 6 249.0037 0.14
253.9649 C8H4ClF3NOS+ 12 253.9649 0.03
254.9698 C9HF6S+ 8 254.9698 0.06
258.004 C10H4ClF3N3+ 4 258.004 -0.15
262.9651 C9H3ClF3N2S+ 13 262.9652 -0.3
264.9986 C9H5ClF3N2O2+ 6 264.9986 -0.14
267.0145 C12H4F3NO3+ 2 267.0138 2.87
277.9624 C10HClF4NO2+ 6 277.9626 -0.84
PK$NUM_PEAK: 97
PK$PEAK: m/z int. rel.int.
59.9902 319060.3 32
61.9792 425948.2 43
62.9701 117507.1 12
62.987 233988.9 24
63.9852 418375.4 42
68.9947 1869070.9 192
69.9746 1677880.6 172
69.9922 134196.1 13
121.9794 175426 18
123.9956 92366.3 9
132.0181 299964 30
143.0103 227858.5 23
157.0134 7170195.5 736
157.9935 171302.9 17
158.0211 206103.1 21
158.9637 369210.6 37
158.9802 213736.9 21
164.0182 181992.4 18
165.9792 4860857 499
166.9587 264402.6 27
166.9871 500423.2 51
167.9848 754960 77
170.0038 276231.8 28
170.0203 187713.2 19
171.9756 334567 34
172.9838 2302501.2 236
173.9909 158057.5 16
174.9824 727704.4 74
176.9711 154151.2 15
177.9639 120654.1 12
177.979 283021.8 29
178.9698 774521 79
178.9867 407424.7 41
181.0135 260326 26
183.017 210163.4 21
184.0242 156592.3 16
185.0321 304052.2 31
185.9749 1097348.1 112
187.991 387462.8 39
189.9864 640670.1 65
190.9527 142565.3 14
191.9822 6115438.5 628
192.0262 565267.5 58
192.9901 2247170.5 230
193.0186 122033.3 12
193.9701 947778.6 97
193.9976 199281.4 20
195.0165 1739925.4 178
196.0245 162496.7 16
198.9522 1483355.4 152
198.9858 189760.2 19
199.9824 1000013.4 102
200.9479 6240735.5 641
200.9855 540405.4 55
201.0018 217652 22
201.9929 194203.6 19
203.0283 97455.1 10
203.9823 1922675.9 197
206.981 176475 18
207.9524 2123477 218
208.0069 186682.1 19
208.9482 195768.3 20
209.9509 201401.4 20
209.9688 741575.6 76
209.9927 1425400.1 146
210.9862 900633.3 92
212.9478 2118411.5 217
215.9488 247649.9 25
215.9813 510440.9 52
218.9927 257143.5 26
220.0009 2854610.2 293
221.0085 125332.9 12
222.0279 711778.9 73
223.0351 1637456.6 168
223.9773 156527.8 16
226.9884 5630198.5 578
227.9589 9721131 999
227.9962 620030.5 63
228.9672 209635.4 21
230.993 3354215 344
234.9635 223254.8 22
235.9541 192030.4 19
236.9622 531447.3 54
237.9701 290278.2 29
238.9677 168750.4 17
239.9589 205421 21
240.0377 714544.1 73
242.9591 2501949.2 257
245.9694 2654084.5 272
249.0037 2334693.2 239
253.9649 199929.2 20
254.9698 2983006.2 306
258.004 5722036 588
262.9651 7515261.5 772
264.9986 295063.5 30
267.0145 264229.4 27
277.9624 752879.6 77
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