ACCESSION: MSBNK-Eawag-EQ418108
RECORD_TITLE: Fipronil-TP RPA 200761; LC-ESI-QFT; MS2; CE: 150%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 150 % (nominal)
AC$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$SPLASH: splash10-066r-5900000000-2f3173bbb13258c9c177
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0041 CHF2+ 1 51.0041 0.36
57.0134 C3H2F+ 1 57.0135 -1.94
59.9902 CH2NS+ 1 59.9902 -0.16
61.0073 C5H+ 2 61.0073 0.24
61.9792 CHClN+ 1 61.9792 -0.32
62.0151 C5H2+ 2 62.0151 -0.03
62.9699 CFS+ 1 62.9699 -0.22
62.987 CH2ClN+ 1 62.987 0.31
63.023 C5H3+ 2 63.0229 0.71
63.9852 H2NOS+ 1 63.9852 0.55
66.9745 CHClF+ 1 66.9745 -0.44
68.9794 C3HS+ 1 68.9793 0.09
68.9946 CF3+ 1 68.9947 -0.26
69.9746 C2NS+ 1 69.9746 -0.48
72.9841 C3H2Cl+ 1 72.984 1.45
74.015 C6H2+ 2 74.0151 -0.99
75.004 C3HF2+ 1 75.0041 -0.7
75.0103 C5HN+ 1 75.0104 -0.75
76.0182 C5H2N+ 1 76.0182 0.05
77.0133 C4HN2+ 1 77.0134 -1.52
78.9404 CClS+ 1 78.9404 0.84
80.0057 C5HF+ 2 80.0057 -0.33
81.0135 C5H2F+ 2 81.0135 -0.15
82.0025 C2HF3+ 1 82.0025 0.4
82.0087 C4HFN+ 2 82.0088 -0.95
82.945 CHCl2+ 1 82.945 -0.02
83.9762 C4HCl+ 1 83.9761 0.56
84.9651 CClF2+ 1 84.9651 -0.15
86.9698 C3FS+ 1 86.9699 -1.13
87.0103 C6HN+ 1 87.0104 -0.3
88.0126 CH3F3O+ 1 88.0131 -4.89
88.0181 C6H2N+ 1 88.0182 -0.36
90.9745 C3HClF+ 1 90.9745 -0.42
92.0057 C6HF+ 2 92.0057 0.28
92.9795 C5HS+ 2 92.9793 1.62
92.9946 C3F3+ 1 92.9947 -0.36
93.0135 C6H2F+ 2 93.0135 0.47
93.9744 C4NS+ 2 93.9746 -2.39
95.9761 C5HCl+ 2 95.9761 -0.34
96.9839 C5H2Cl+ 2 96.984 -0.93
97.9792 C4HClN+ 1 97.9792 0.32
99.004 C5HF2+ 2 99.0041 -0.36
99.0104 C7HN+ 1 99.0104 0.68
99.9993 C4F2N+ 2 99.9993 0.1
100.0179 C7H2N+ 1 100.0182 -2.33
105.9871 CHFN3S+ 4 105.987 0.85
106.0024 C4HF3+ 1 106.0025 -0.9
106.0087 C6HFN+ 2 106.0088 -0.65
106.9454 C3HCl2+ 1 106.945 3.56
106.995 F3H2O3+ 3 106.9951 -0.23
107.0166 C6H2FN+ 1 107.0166 0.33
107.9763 C6HCl+ 2 107.9761 1.25
108.0245 C6H3FN+ 1 108.0244 0.93
108.965 C3ClF2+ 1 108.9651 -0.62
108.984 C6H2Cl+ 2 108.984 0.72
110.0158 CH2F2N3O+ 2 110.016 -1.98
110.9699 C5FS+ 1 110.9699 -0.03
111.0041 C6HF2+ 2 111.0041 -0.17
112.0117 CHF3N3+ 2 112.0117 -0.12
112.0185 C8H2N+ 2 112.0182 2.7
113.0068 C2H6FO2S+ 2 113.0067 0.9
113.0137 C7HN2+ 1 113.0134 2.06
114.9745 C5HClF+ 2 114.9745 -0.15
116.9951 C5F3+ 1 116.9947 4.1
118.0089 C7HFN+ 2 118.0088 1.16
118.0282 C7H4NO+ 1 118.0287 -4.77
119.0168 C7H2FN+ 1 119.0166 2.28
121.9712 C2HFNO2S+ 1 121.9707 4.43
121.9793 C6HClN+ 1 121.9792 0.51
123.004 C2F3N3+ 2 123.0039 0.66
123.9942 CHF5O+ 4 123.9942 0.25
125.0128 F5H2N2+ 1 125.0133 -4.07
126.9743 CClF2N3+ 2 126.9743 -0.56
127.0294 C8H3N2+ 2 127.0291 2.56
127.9826 C6H2ClF+ 2 127.9824 1.79
130.0022 CF4N3+ 2 130.0023 -0.34
130.0226 C6H4F2O+ 2 130.0225 0.61
130.9448 Cl2FN3+ 2 130.9448 -0.02
131.0103 C6H2F3+ 2 131.0103 -0.43
131.9908 CHF3NO3+ 3 131.9903 3.53
132.0179 CH2F4N3+ 2 132.0179 -0.39
132.965 C5ClF2+ 1 132.9651 -0.6
133.9792 C7HClN+ 1 133.9792 0.26
135.9993 C7F2N+ 2 135.9993 -0.08
136.0192 C7H3FNO+ 2 136.0193 -0.51
137.0069 C4H6FO2S+ 2 137.0067 1.14
138.0153 C7H2F2N+ 1 138.015 2.2
139.0228 C7H3F2N+ 1 139.0228 0.02
140.0309 C7H4F2N+ 1 140.0306 2.12
141.9855 C6H2ClFN+ 3 141.9854 0.43
142.0023 C2F4N3+ 2 142.0023 0.15
142.9927 C9FO+ 4 142.9928 -0.51
143.0103 C7H2F3+ 2 143.0103 -0.25
144.0184 C7H3F3+ 2 144.0181 1.8
144.9652 C6ClF2+ 1 144.9651 0.55
145.0194 F6H3N2+ 2 145.0195 -0.41
145.9731 C6HClF2+ 2 145.9729 1
147.9995 C8F2N+ 3 147.9993 1.23
148.013 C6H3F3O+ 3 148.0131 -0.53
150.015 C8H2F2N+ 2 150.015 0.37
150.951 Cl2F2HN3+ 2 150.951 -0.07
153.9856 C7H2ClFN+ 2 153.9854 0.89
157.0133 C7H2F3N+ 1 157.0134 -0.23
158.0212 C7H3F3N+ 1 158.0212 0.09
158.9641 CClF2N3O2+ 4 158.9642 -0.21
158.9807 C2HClF3N3+ 2 158.9806 0.59
159.0167 C6H2F3N2+ 1 159.0165 1.49
161.021 C7H4F3O+ 2 161.0209 0.51
165.0259 C8H3F2N2+ 1 165.0259 0.27
165.979 CHClF4N3+ 2 165.979 0.45
166.9593 CHClF3NO3+ 5 166.9592 0.74
168.0055 C8HF3N+ 3 168.0056 -0.26
169.0132 C8H2F3N+ 2 169.0134 -1.23
172.9838 C7H2ClF2N+ 2 172.9838 -0.14
173.9917 C7H3ClF2N+ 4 173.9917 0.15
174.9822 C2HF4N3S+ 7 174.9822 0
176.9711 C2ClF4N3+ 3 176.9711 -0.1
178.9874 C2F5N2O2+ 5 178.9874 -0.22
181.0129 CH6F3N3O2S+ 2 181.0127 0.69
181.9876 C7H3ClN2O2+ 6 181.9878 -0.91
183.9761 C8HClF2N+ 3 183.976 0.34
186.0163 C8H3F3NO+ 2 186.0161 1.08
187.0238 C8H4F3NO+ 1 187.0239 -0.55
192.9901 C7H3ClF3N+ 4 192.9901 0.18
194.9817 C2H2ClF4N3O+ 5 194.9817 0.17
195.0165 C9H2F3N2+ 1 195.0165 0.11
201.0025 C8H4ClF2N2+ 4 201.0026 -0.49
209.9695 C4H5Cl2F3NO+ 9 209.9695 -0.07
PK$NUM_PEAK: 133
PK$PEAK: m/z int. rel.int.
51.0041 359806.1 31
57.0134 520359 45
59.9902 138592.3 12
61.0073 319568.8 27
61.9792 1488374.6 129
62.0151 524955.5 45
62.9699 409673.9 35
62.987 409515.1 35
63.023 308433 26
63.9852 370639.8 32
66.9745 1066017.5 92
68.9794 861258.3 75
68.9946 5368262 467
69.9746 4028385 351
72.9841 523290.2 45
74.015 231151.4 20
75.004 2377610.8 207
75.0086 120122.7 10
75.0103 196582.5 17
75.0232 96366.5 8
76.0182 196553.6 17
77.0133 211574.9 18
78.9404 134154.2 11
80.0057 111117 9
81.0135 2412131 210
82.0025 357948.5 31
82.0087 546064.2 47
82.945 165575.2 14
83.9762 117881.7 10
84.9651 1262185.6 109
86.9698 472913.4 41
87.0103 1005398.9 87
88.0126 292166.8 25
88.0181 4755332.5 414
90.9745 1490515.6 129
92.0057 312235.8 27
92.9795 164137.6 14
92.9946 771927.1 67
93.0135 510351.4 44
93.9744 227968.1 19
95.9761 104201.2 9
96.9839 1731306.2 150
97.9792 268607.3 23
99.004 1052265.5 91
99.0104 775389.1 67
99.9993 478187.1 41
100.0179 839910.2 73
105.9871 1083531.2 94
106.0024 350400.3 30
106.0087 1683479.2 146
106.9454 119438.6 10
106.995 152755.8 13
107.0166 284537.8 24
107.9763 661476.3 57
108.0245 559742.7 48
108.965 850579.3 74
108.984 310387.2 27
110.0158 191364.8 16
110.9699 272697.9 23
111.0041 333702.5 29
112.0117 310128.8 27
112.0185 274618.4 23
113.0068 217693.7 18
113.0137 225924.2 19
114.9745 743554.7 64
116.9951 528596.3 46
118.0089 324835.2 28
118.0282 132911.6 11
119.0168 535215.8 46
121.9712 159392.6 13
121.9793 1989059.8 173
123.004 459762 40
123.9942 1136151.6 99
125.0128 695681.9 60
126.9743 170335.5 14
127.0294 122891.3 10
127.9826 420754.2 36
130.0022 1021176.8 88
130.0226 271555.5 23
130.9448 151612.9 13
131.0103 1243397.8 108
131.9908 143807.3 12
132.0179 588906.9 51
132.965 241570.6 21
133.9792 408314.4 35
135.9993 229109.6 19
136.0192 122301.6 10
137.0069 1390572.1 121
138.0153 294720.7 25
139.0228 440119.6 38
140.0309 197531.6 17
141.9855 1001447.8 87
142.0023 161782 14
142.9452 213770 18
142.9927 322881.3 28
143.0103 5531889 482
143.0225 183807.3 16
144.0184 169036.4 14
144.9652 153030.1 13
145.0194 228221.5 19
145.9731 360083.8 31
147.9995 132889.1 11
148.013 539392.2 47
150.015 578226.5 50
150.951 473890.4 41
153.9856 186977.2 16
157.0133 11463410 999
158.0212 341014.6 29
158.9641 218084.4 19
158.9807 490184.3 42
159.0167 536710.3 46
161.021 255915.9 22
165.0259 152660 13
165.979 7773481.5 677
166.0215 320023 27
166.9593 122786.5 10
168.0055 646289 56
169.0132 323663.6 28
172.9838 1631378.6 142
173.9917 639469.8 55
174.9822 520855.2 45
176.9711 461713.6 40
178.9874 208709.3 18
181.0129 491646.8 42
181.9876 465528.8 40
183.9761 307142.7 26
186.0163 183766.5 16
187.0238 154896 13
192.9901 235867.9 20
194.9817 199245.2 17
195.0165 317023.2 27
201.0025 279785.6 24
209.9695 182800 15
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