ACCESSION: MSBNK-Eawag-EQ418109
RECORD_TITLE: Fipronil-TP RPA 200761; LC-ESI-QFT; MS2; CE: 180%; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 % (nominal)
AC$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$SPLASH: splash10-014r-9400000000-22cbe4477b5c744c4541
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.004 CHF2+ 1 51.0041 -1.14
52.0181 C3H2N+ 1 52.0182 -0.81
53.0023 C3HO+ 1 53.0022 1.78
53.9974 C2NO+ 1 53.9974 -1.28
57.0134 C3H2F+ 1 57.0135 -1.21
59.9665 COS+ 1 59.9664 0.69
61.0072 C5H+ 2 61.0073 -0.45
61.9792 CHClN+ 1 61.9792 -0.32
62.0151 C5H2+ 2 62.0151 -0.28
62.97 CFS+ 1 62.9699 0.69
62.9871 CH2ClN+ 1 62.987 0.98
63.0229 C5H3+ 2 63.0229 -0.86
63.9851 H2NOS+ 1 63.9852 -0.7
64.0182 C4H2N+ 1 64.0182 0.05
65.002 C4HO+ 1 65.0022 -2.83
66.9745 CHClF+ 1 66.9745 0.13
68.0057 C4HF+ 1 68.0057 0.45
68.9794 C3HS+ 1 68.9793 0.42
68.9946 CF3+ 1 68.9947 -0.26
69.9746 C2NS+ 1 69.9746 -0.15
72.9839 C3H2Cl+ 1 72.984 -0.32
74.0151 C6H2+ 2 74.0151 -0.58
75.004 C3HF2+ 1 75.0041 -0.59
75.0106 C5HN+ 1 75.0104 2.71
75.0229 C6H3+ 2 75.0229 -0.78
76.0181 C5H2N+ 1 76.0182 -0.45
78.9403 CClS+ 1 78.9404 -0.41
80.0057 C5HF+ 2 80.0057 -0.24
81.0135 C5H2F+ 2 81.0135 -0.15
81.9871 C4H2S+ 1 81.9872 -1.35
82.0026 C2HF3+ 1 82.0025 1.15
82.0087 C4HFN+ 2 82.0088 -0.76
82.945 CHCl2+ 1 82.945 -0.02
83.0291 C5H4F+ 2 83.0292 -0.36
83.9761 C4HCl+ 1 83.9761 -0.35
84.9651 CClF2+ 1 84.9651 -0.24
86.0025 C6N+ 1 86.0025 -0.16
86.97 C3FS+ 1 86.9699 0.53
87.0104 C6HN+ 1 87.0104 0.05
88.0123 C4H2F2+ 1 88.0119 4.02
88.0181 C6H2N+ 1 88.0182 -0.45
90.9746 C3HClF+ 1 90.9745 0.59
92.0058 C6HF+ 2 92.0057 1.61
92.9793 C5HS+ 2 92.9793 -0.02
92.9947 C3F3+ 1 92.9947 0.87
93.0005 C2H5O2S+ 2 93.0005 0.27
93.0135 C6H2F+ 2 93.0135 0.47
94.0216 C6H3F+ 2 94.0213 2.36
95.9761 C5HCl+ 2 95.9761 0.22
96.9839 C5H2Cl+ 2 96.984 -0.38
97.9794 C4HClN+ 1 97.9792 1.8
99.0041 C5HF2+ 2 99.0041 -0.21
99.0104 C7HN+ 1 99.0104 0.45
99.9993 C4F2N+ 2 99.9993 -0.36
100.0181 C7H2N+ 1 100.0182 -1.03
100.9357 CCl2F+ 1 100.9356 0.93
102.9978 C7F+ 1 102.9979 -0.61
104.9794 F3O3+ 3 104.9794 -0.03
105.9874 F3HO3+ 3 105.9872 1.59
106.0024 C4HF3+ 1 106.0025 -0.54
106.0088 C6HFN+ 2 106.0088 0.57
106.9449 C3HCl2+ 1 106.945 -0.79
107.0166 C6H2FN+ 1 107.0166 0.19
107.9762 C6HCl+ 2 107.9761 0.33
108.0246 C6H3FN+ 1 108.0244 1.36
108.9652 C3ClF2+ 1 108.9651 0.64
108.984 C6H2Cl+ 2 108.984 0.86
111.0041 C6HF2+ 2 111.0041 0.1
111.0108 C8HN+ 1 111.0104 3.92
112.0119 C6H2F2+ 2 112.0119 -0.33
112.0184 C8H2N+ 2 112.0182 2.29
114.9746 C5HClF+ 2 114.9745 0.64
116.9947 C5F3+ 1 116.9947 0.38
118.0086 C7HFN+ 2 118.0088 -1.17
118.0289 C7H4NO+ 1 118.0287 1.18
119.0166 C7H2FN+ 1 119.0166 0.55
121.9793 C6HClN+ 1 121.9792 0.83
123.0041 C7HF2+ 2 123.0041 0.03
124.0063 C2H6NO3S+ 2 124.0063 0.45
125.0127 F5H2N2+ 1 125.0133 -4.38
126.9745 C6HClF+ 2 126.9745 -0.15
127.9824 C6H2ClF+ 2 127.9824 0.12
130.0022 CF4N3+ 2 130.0023 -0.45
130.0224 CH3F3N3O+ 2 130.0223 0.62
131.0102 CHF4N3+ 2 131.0101 0.4
132.0182 C6H3F3+ 2 132.0181 0.41
132.965 C5ClF2+ 1 132.9651 -0.72
133.9793 C7HClN+ 1 133.9792 0.71
137.0072 C7HF2N+ 2 137.0072 0.29
138.0152 C7H2F2N+ 1 138.015 1.76
139.0228 C7H3F2N+ 1 139.0228 -0.09
141.9855 C6H2ClFN+ 3 141.9854 0.43
143.0103 C7H2F3+ 2 143.0103 0.18
145.9724 CClF3N3+ 3 145.9727 -2.23
148.0134 C3H6ClF3N+ 3 148.0135 -1.24
150.015 C8H2F2N+ 2 150.015 0.37
156.9647 C7ClF2+ 2 156.9651 -2.69
157.0132 C7H2F3N+ 1 157.0134 -0.91
159.0167 C6H2F3N2+ 1 159.0165 1.49
165.9791 C6H2ClF3+ 2 165.9792 -0.57
168.005 F3H5N3O2S+ 3 168.0049 0.25
172.9844 C7F3O2+ 3 172.9845 -0.66
173.9913 C10F2O+ 4 173.9912 0.67
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
51.004 448246.6 77
52.0181 283622.9 48
53.0023 129416.4 22
53.9974 94229.9 16
57.0134 645717.4 111
59.9665 204925.6 35
61.0072 1430048.2 246
61.9792 1256061.2 216
62.0151 992997.7 171
62.97 332431.7 57
62.9871 182091.1 31
63.0229 618030.7 106
63.9851 235422.1 40
64.0182 102058.9 17
65.002 144966.2 24
66.9745 1710575.1 294
68.0057 226052.5 38
68.9794 856028 147
68.9946 5795756.5 999
69.9746 3467776 597
72.9839 733054.6 126
74.0151 892192.1 153
75.004 3272852.5 564
75.0106 394822.5 68
75.0229 185268.1 31
76.0181 286287.4 49
78.9403 102402.6 17
80.0057 223464.4 38
81.0135 4175896.5 719
81.9871 106554.4 18
82.0026 413344 71
82.0087 609800.7 105
82.945 191408.8 32
83.0291 161114.6 27
83.9761 243439 41
84.9651 1379958.8 237
86.0025 319357 55
86.97 407144 70
87.0104 2490096 429
88.0123 376120.1 64
88.0181 5690988 980
90.9746 1821127.9 313
92.0058 759348.2 130
92.9793 218128.1 37
92.9947 1582790.2 272
93.0005 168258 29
93.0135 1265814 218
94.0216 135765.2 23
95.9761 213783.4 36
96.9839 1721589.9 296
97.9794 244375.5 42
99.0041 1804010.5 310
99.0104 1582988.8 272
99.9993 331133.2 57
100.0181 1087152.6 187
100.9357 107568.4 18
102.9978 117744.8 20
104.9794 281770.4 48
105.9874 536434.7 92
106.0024 466242 80
106.0088 1702529.8 293
106.9449 145326 25
107.0166 202428.8 34
107.9762 1080289.4 186
108.0246 430574.6 74
108.9652 778622.8 134
108.984 276782.5 47
111.0041 307589.7 53
111.0108 135594.3 23
112.0119 315859.3 54
112.0184 218410.8 37
114.9746 763056.3 131
116.9947 863470.9 148
118.0086 397874.2 68
118.0289 195875 33
119.0166 400160.2 68
121.9793 826671.1 142
123.0041 994860.9 171
124.0063 136740.8 23
125.0127 427102.3 73
126.9745 141233.4 24
127.9824 341696.5 58
130.0022 917419.2 158
130.0224 114834.7 19
131.0102 797560.5 137
132.0182 210372.5 36
132.965 147732.8 25
133.9793 142216.4 24
137.0072 727587.6 125
138.0152 260595.7 44
139.0228 213448.7 36
141.9855 167504.1 28
143.0103 2778953.8 479
143.0224 137757.2 23
145.9724 224228.2 38
148.0134 269622.3 46
150.015 279183.1 48
156.9647 115729 19
157.0132 2047922.9 352
159.0167 459200.8 79
165.9791 1835086.6 316
168.005 163602.4 28
172.9844 166734.3 28
173.9913 234396.2 40
//
