ACCESSION: MSBNK-Eawag-EQ309953
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 45; R=35000; [M-H]-
DATE: 2015.08.25
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3099
CH$NAME: Oryzalin
CH$NAME: 4-(dipropylamino)-3,5-dinitro-benzenesulfonamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C12H18N4O6S
CH$EXACT_MASS: 346.09471
CH$SMILES: [O-][N+](=O)c1cc(cc([N+]([O-])=O)c1N(CCC)CCC)S(=O)(=O)N
CH$IUPAC: InChI=1S/C12H18N4O6S/c1-3-5-14(6-4-2)12-10(15(17)18)7-9(23(13,21)22)8-11(12)16(19)20/h7-8H,3-6H2,1-2H3,(H2,13,21,22)
CH$LINK: CAS
19044-88-3
CH$LINK: PUBCHEM
CID:29393
CH$LINK: INCHIKEY
UNAHYJYOSSSJHH-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
27326
CH$LINK: COMPTOX
DTXSID8024238
AC$INSTRUMENT: Q Exactive Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
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 12.1 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 345.0875
MS$FOCUSED_ION: PRECURSOR_M/Z 345.0874
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: DEPROFILE Spline
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6
PK$SPLASH: splash10-004i-4930000000-45aa5c512325aed5e484
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9935 CNO2- 1 57.9935 -0.03
61.9706 NOS- 1 61.9706 -0.13
63.9624 O2S- 1 63.9624 -0.29
64.0067 C3N2- 1 64.0067 0.37
64.0193 C4H2N- 1 64.0193 0.58
65.0145 C3HN2- 1 65.0145 -0.02
65.9985 C3NO- 1 65.9985 -0.11
67.0302 C3H3N2- 1 67.0302 0.57
68.0142 C3H2NO- 1 68.0142 0.63
73.0295 C3H5O2- 1 73.0295 -0.31
74.0036 C5N- 1 74.0036 -0.85
77.0145 C4HN2- 1 77.0145 -0.02
77.9655 NO2S- 1 77.9655 0.35
78.9733 HNO2S- 1 78.9733 0.03
79.9812 H2NO2S- 1 79.9812 0.21
88.0192 C6H2N- 1 88.0193 -1.17
89.0145 C5HN2- 1 89.0145 0.21
89.9984 C5NO- 1 89.9985 -2.08
90.0097 C4N3- 1 90.0098 -0.23
90.0224 C5H2N2- 1 90.0223 0.7
91.0302 C5H3N2- 1 91.0302 0.53
92.0142 C5H2NO- 1 92.0142 -0.19
93.0094 C4HN2O- 1 93.0094 -0.07
93.0457 C5H5N2- 1 93.0458 -1.2
94.0299 C5H4NO- 1 94.0298 0.24
95.0137 C5H3O2- 1 95.0139 -2.03
95.0252 C4H3N2O- 1 95.0251 1.41
96.0091 C4H2NO2- 1 96.0091 0.4
96.0456 C5H6NO- 1 96.0455 1.59
97.0406 C4H5N2O- 1 97.0407 -0.89
102.0099 C5N3- 1 102.0098 0.88
102.0225 C6H2N2- 1 102.0223 1.6
103.0302 C6H3N2- 1 103.0302 0.27
104.038 C6H4N2- 1 104.038 0.51
105.0093 C5HN2O- 1 105.0094 -0.92
105.022 C6H3NO- 1 105.022 0.17
105.0457 C6H5N2- 1 105.0458 -0.78
106.0173 C5H2N2O- 1 106.0173 0.65
106.0412 C5H4N3- 1 106.0411 1.41
107.0251 C5H3N2O- 1 107.0251 0.5
108.0329 C5H4N2O- 1 108.0329 -0.01
108.0455 C6H6NO- 1 108.0455 0.49
109.017 C5H3NO2- 1 109.0169 0.49
109.0407 C5H5N2O- 1 109.0407 0.03
115.0303 C7H3N2- 1 115.0302 0.94
116.0255 C6H2N3- 1 116.0254 0.94
117.0095 C6HN2O- 1 117.0094 0.63
117.0457 C7H5N2- 1 117.0458 -0.87
118.0413 C6H4N3- 2 118.0411 1.52
119.0251 C6H3N2O- 1 119.0251 0.2
120.0203 C5H2N3O- 1 120.0203 -0.13
120.0328 C6H4N2O- 1 120.0329 -0.84
120.0568 C6H6N3- 1 120.0567 0.66
121.0285 C5H3N3O- 1 121.0282 2.56
121.0408 C6H5N2O- 1 121.0407 0.69
122.025 C6H4NO2- 1 122.0248 1.95
122.0486 C6H6N2O- 1 122.0486 0.32
123.0201 C5H3N2O2- 1 123.02 0.64
124.0278 C5H4N2O2- 1 124.0278 -0.53
129.0333 C7H3N3- 2 129.0332 0.73
130.0173 C7H2N2O- 1 130.0173 -0.01
130.0279 C6H2N4- 1 130.0285 -4.73
130.0411 C7H4N3- 1 130.0411 0.07
131.0489 C7H5N3- 1 131.0489 0.03
131.0614 C8H7N2- 2 131.0615 -0.47
132.033 C7H4N2O- 2 132.0329 0.37
132.0567 C7H6N3- 1 132.0567 -0.16
133.0283 C6H3N3O- 2 133.0282 0.67
133.0407 C7H5N2O- 1 133.0407 -0.42
133.077 C8H9N2- 2 133.0771 -0.69
134.036 C6H4N3O- 2 134.036 0.33
134.0486 C7H6N2O- 2 134.0486 0.59
134.0612 C8H8NO- 1 134.0611 0.17
135.0202 C6H3N2O2- 2 135.02 1.25
135.0439 C6H5N3O- 2 135.0438 0.59
135.0566 C7H7N2O- 1 135.0564 1.51
136.0516 C6H6N3O- 1 136.0516 -0.33
136.0641 C7H8N2O- 1 136.0642 -0.97
137.0356 C6H5N2O2- 1 137.0357 -0.23
142.0409 C8H4N3- 1 142.0411 -1.41
143.0614 C9H7N2- 2 143.0615 -0.64
144.0202 C7H2N3O- 1 144.0203 -1.01
144.0568 C8H6N3- 2 144.0567 0.62
144.0693 C9H8N2- 2 144.0693 -0.33
145.0281 C7H3N3O- 1 145.0282 -0.62
145.0407 C8H5N2O- 2 145.0407 -0.53
145.0644 C8H7N3- 1 145.0645 -0.73
145.0772 C9H9N2- 2 145.0771 0.68
146.036 C7H4N3O- 2 146.036 0.24
146.0485 C8H6N2O- 2 146.0486 -0.56
146.0598 C7H6N4- 2 146.0598 0.04
146.0722 C8H8N3- 1 146.0724 -0.9
147.0201 C7H3N2O2- 2 147.02 0.95
147.0438 C7H5N3O- 2 147.0438 0.13
147.0562 C8H7N2O- 2 147.0564 -1.13
148.0151 C6H2N3O2- 1 148.0152 -1.22
148.0279 C7H4N2O2- 2 148.0278 0.37
148.0516 C7H6N3O- 1 148.0516 -0.44
149.0355 C7H5N2O2- 1 149.0357 -0.95
149.0719 C8H9N2O- 2 149.072 -0.65
150.0309 C6H4N3O2- 2 150.0309 0.07
151.0386 C6H5N3O2- 1 151.0387 -0.96
152.0227 C6H4N2O3- 2 152.0227 -0.07
156.0567 C9H6N3- 2 156.0567 0.12
157.0516 C8H5N4- 1 157.052 -2.29
157.0645 C9H7N3- 2 157.0645 -0.48
158.0361 C8H4N3O- 2 158.036 0.54
158.0483 C9H6N2O- 2 158.0486 -1.34
158.0723 C9H8N3- 2 158.0724 -0.57
159.0311 C7H3N4O- 1 159.0312 -1.1
159.0438 C8H5N3O- 2 159.0438 0.19
159.0567 C9H7N2O- 2 159.0564 1.72
159.0801 C9H9N3- 1 159.0802 -0.67
160.0389 C7H4N4O- 1 160.0391 -1
160.0517 C8H6N3O- 2 160.0516 0.22
160.0642 C9H8N2O- 3 160.0642 0.18
161.0592 C8H7N3O- 1 161.0595 -1.37
161.072 C9H9N2O- 3 161.072 -0.23
162.031 C7H4N3O2- 2 162.0309 0.43
163.0149 C7H3N2O3- 2 163.0149 0.09
163.0261 C6H3N4O2- 2 163.0261 -0.12
163.0386 C7H5N3O2- 1 163.0387 -0.77
163.0511 C8H7N2O2- 2 163.0513 -1.05
163.0878 C9H11N2O- 2 163.0877 0.82
164.0102 C6H2N3O3- 2 164.0102 0.16
164.0227 C7H4N2O3- 2 164.0227 -0.13
165.0417 C6H5N4O2- 1 165.0418 -0.84
165.9844 C6H2N2O2S- 1 165.9842 0.98
171.0677 C9H7N4- 2 171.0676 0.29
172.0517 C9H6N3O- 2 172.0516 0.49
172.0748 C9H8N4- 2 172.0754 -3.46
173.0594 C9H7N3O- 2 173.0595 -0.29
174.0672 C9H8N3O- 2 174.0673 -0.32
175.0511 C9H7N2O2- 3 175.0513 -0.92
175.0749 C9H9N3O- 2 175.0751 -1.03
176.034 C7H4N4O2- 2 176.034 -0.02
176.0466 C8H6N3O2- 2 176.0466 0.06
176.059 C9H8N2O2- 3 176.0591 -0.6
176.0829 C9H10N3O- 2 176.0829 0.03
177.0416 C7H5N4O2- 1 177.0418 -1.29
177.0669 C9H9N2O2- 3 177.067 -0.29
178.026 C7H4N3O3- 2 178.0258 1.04
180.0289 C6H4N4O3- 2 180.0289 -0.1
182.0209 C6H4N3O4- 1 182.0207 1.05
186.0105 C6H6N2O3S- 2 186.0105 0.42
186.0547 C9H6N4O- 2 186.0547 -0.21
187.0625 C9H7N4O- 2 187.0625 -0.18
187.1242 C12H15N2- 1 187.1241 0.79
188.0465 C9H6N3O2- 2 188.0466 0
189.0541 C9H7N3O2- 1 189.0544 -1.56
190.0622 C9H8N3O2- 2 190.0622 0
191.0213 C7H3N4O3- 2 191.0211 1.08
191.07 C9H9N3O2- 2 191.07 -0.29
192.029 C7H4N4O3- 2 192.0289 0.79
192.995 C7H3N3O2S- 1 192.9951 -0.7
194.0029 C7H4N3O2S- 1 194.003 -0.47
194.9871 C7H3N2O3S- 1 194.987 0.33
196.0185 C7H6N3O2S- 1 196.0186 -0.52
197.0025 C7H5N2O3S- 1 197.0026 -0.59
198.9823 C6H3N2O4S- 1 198.9819 2.1
199.0182 C7H7N2O3S- 1 199.0183 -0.49
200.9977 C6H5N2O4S- 1 200.9976 0.79
202.0497 C9H6N4O2- 2 202.0496 0.33
203.0575 C9H7N4O2- 2 203.0574 0.5
204.0652 C9H8N4O2- 2 204.0653 -0.31
204.0777 C10H10N3O2- 2 204.0779 -0.98
205.0367 C8H5N4O3- 2 205.0367 0.08
207.0104 C8H5N3O2S- 1 207.0108 -1.67
208.0312 C9H8N2O2S- 1 208.0312 0.01
211.0057 C7H5N3O3S- 1 211.0057 0.04
212.0136 C7H6N3O3S- 1 212.0135 0.16
212.9975 C7H5N2O4S- 1 212.9976 -0.24
220.0183 C9H6N3O2S- 1 220.0186 -1.23
220.0604 C9H8N4O3- 2 220.0602 1.01
221.068 C9H9N4O3- 2 221.068 0.03
221.9976 C8H4N3O3S- 1 221.9979 -1.33
222.0344 C9H8N3O2S- 1 222.0343 0.49
222.0882 C10H12N3O3- 1 222.0884 -1.1
223.0421 C9H9N3O2S- 1 223.0421 -0.12
224.0136 C8H6N3O3S- 1 224.0135 0.06
224.0498 C9H10N3O2S- 1 224.0499 -0.32
225.0092 C9H7NO4S- 2 225.0101 -4.21
225.0214 C8H7N3O3S- 1 225.0214 0.31
225.0331 C9H9N2O3S- 1 225.0339 -3.72
225.9923 C7H4N3O4S- 1 225.9928 -2.3
226.9881 C6H3N4O4S- 1 226.988 0.22
227.0008 C7H5N3O4S- 1 227.0006 0.68
228.0086 C7H6N3O4S- 1 228.0085 0.57
228.0573 C9H12N2O3S- 1 228.0574 -0.45
234.1244 C12H16N3O2- 1 234.1248 -1.5
238.0296 C9H8N3O3S- 2 238.0292 1.61
238.0696 C9H10N4O4- 1 238.0708 -4.76
239.0373 C9H9N3O3S- 2 239.037 1.29
240.0079 C8H6N3O4S- 1 240.0085 -2.17
240.0452 C9H10N3O3S- 2 240.0448 1.43
241.0038 C7H5N4O4S- 1 241.0037 0.42
244.0034 C7H6N3O5S- 1 244.0034 0.35
251.025 C9H7N4O3S- 2 251.0244 2.13
255.9905 C7H4N4O5S- 1 255.9908 -1.01
256.0398 C9H10N3O4S- 2 256.0398 0.31
258.0554 C9H12N3O4S- 1 258.0554 0.04
267.0196 C9H7N4O4S- 2 267.0193 0.9
268.0274 C9H8N4O4S- 2 268.0272 0.8
269.0349 C9H9N4O4S- 1 269.035 -0.29
272.0347 C9H10N3O5S- 2 272.0347 0.17
272.9937 C7H5N4O6S- 1 272.9935 0.45
281.0351 C10H9N4O4S- 2 281.035 0.5
281.1255 C12H17N4O4- 1 281.1255 -0.07
282.1106 C12H16N3O5- 1 282.1095 3.78
283.0505 C10H11N4O4S- 1 283.0506 -0.7
285.0292 C9H9N4O5S- 1 285.0299 -2.58
286.0509 C10H12N3O5S- 2 286.0503 2.04
299.046 C10H11N4O5S- 2 299.0456 1.29
309.0667 C12H13N4O4S- 1 309.0663 1.2
345.0876 C12H17N4O6S- 1 345.0874 0.47
PK$NUM_PEAK: 215
PK$PEAK: m/z int. rel.int.
57.9935 70109.2 3
61.9706 2334935.5 106
63.9624 1174283.9 53
64.0067 170609.4 7
64.0193 425523.8 19
65.0145 2848252.6 129
65.9985 2893959.9 131
67.0302 129545.4 5
68.0142 452482 20
73.0295 358773.9 16
74.0036 87466.1 3
77.0145 647310.4 29
77.9655 21999560.1 999
78.9733 1415906.1 64
79.9812 6313205.8 286
88.0192 97957.2 4
89.0145 1950001.2 88
89.9984 110820.6 5
90.0097 144533.5 6
90.0224 140784.9 6
91.0302 1745501 79
92.0142 574248.5 26
93.0094 1182618 53
93.0457 137953.3 6
94.0299 326183.3 14
95.0137 97717.6 4
95.0252 353785.2 16
96.0091 937414.7 42
96.0456 115069.2 5
97.0406 354185.1 16
102.0099 808046.7 36
102.0225 84567.9 3
103.0302 92329.3 4
104.038 85687.7 3
105.0093 145543.9 6
105.022 462961.2 21
105.0457 185238.4 8
106.0173 1531497.5 69
106.0412 87363.7 3
107.0251 2110235.1 95
108.0329 950331.6 43
108.0455 118234.7 5
109.017 151404.2 6
109.0407 292929.9 13
115.0303 142454.2 6
116.0255 6430294.1 291
117.0095 340270.4 15
117.0457 100076.6 4
118.0413 1984346.5 90
119.0251 2833918.3 128
120.0203 114255 5
120.0328 137345.2 6
120.0568 1612496 73
121.0285 114688.1 5
121.0408 1699159.8 77
122.025 558075.9 25
122.0486 568680.9 25
123.0201 426640.3 19
124.0278 670201.5 30
129.0333 1565156.1 71
130.0173 102458.5 4
130.0279 91847.3 4
130.0411 469427.4 21
131.0489 1361063 61
131.0614 403038 18
132.033 1019188 46
132.0567 500736.8 22
133.0283 1454787.4 66
133.0407 728967.7 33
133.077 131029.2 5
134.036 2173531 98
134.0486 316069.2 14
134.0612 333114.6 15
135.0202 1056905.1 47
135.0439 701210.9 31
135.0566 306180.5 13
136.0516 1583994.9 71
136.0641 127728.2 5
137.0356 576860.1 26
142.0409 87899.7 3
143.0614 166436.7 7
144.0202 361609.1 16
144.0568 484699.8 22
144.0693 716488.9 32
145.0281 1231729.2 55
145.0407 313449 14
145.0644 109978 4
145.0772 148152.8 6
146.036 1931515.2 87
146.0485 141715.2 6
146.0598 143160.5 6
146.0722 598402.4 27
147.0201 435941 19
147.0438 6631041.7 301
147.0562 1150319.7 52
148.0151 172283.8 7
148.0279 1030239 46
148.0516 434804.2 19
149.0355 1172671.9 53
149.0719 351307.3 15
150.0309 2018827.9 91
151.0386 663243.5 30
152.0227 1104017.4 50
156.0567 496395.6 22
157.0516 430546.2 19
157.0645 1203663.6 54
158.0361 470707.1 21
158.0483 107511.7 4
158.0723 802242.5 36
159.0311 86362 3
159.0438 160569 7
159.0567 702546 31
159.0801 138668.2 6
160.0389 148743.7 6
160.0517 1368604.2 62
160.0642 805489.4 36
161.0592 167822.8 7
161.072 2912449.8 132
162.031 1518082.3 68
163.0149 360475.5 16
163.0261 908078.9 41
163.0386 194609.1 8
163.0511 172854.5 7
163.0878 142097.5 6
164.0102 158440.3 7
164.0227 193764.2 8
165.0417 149296.3 6
165.9844 93105.6 4
171.0677 482867.3 21
172.0517 480047 21
172.0748 128149.2 5
173.0594 1001474.9 45
174.0672 6947426.8 315
175.0511 952109.5 43
175.0749 533484 24
176.034 330338.4 15
176.0466 337463.2 15
176.059 164595.9 7
176.0829 675040.3 30
177.0416 427335.7 19
177.0669 222770.1 10
178.026 81357.9 3
180.0289 1465947 66
182.0209 2417961.9 109
186.0105 981279.4 44
186.0547 456001 20
187.0625 127634.8 5
187.1242 392301.9 17
188.0465 82992.6 3
189.0541 131015 5
190.0622 441992.7 20
191.0213 1247683 56
191.07 1118357.1 50
192.029 1698544.5 77
192.995 498623.3 22
194.0029 654782.3 29
194.9871 372885.8 16
196.0185 100695.1 4
197.0025 191511.6 8
198.9823 79465.1 3
199.0182 422272.8 19
200.9977 171374 7
202.0497 178587.4 8
203.0575 2381172.1 108
204.0652 794715.3 36
204.0777 97993.6 4
205.0367 223466.9 10
207.0104 91239.2 4
208.0312 141330.8 6
211.0057 1025226.5 46
212.0136 1427256.5 64
212.9975 486914.2 22
220.0183 180355.8 8
220.0604 115252.8 5
221.068 1127301.3 51
221.9976 106592.5 4
222.0344 799406.3 36
222.0882 183248.3 8
223.0421 1062274.7 48
224.0136 517137 23
224.0498 492379.8 22
225.0092 146279.5 6
225.0214 316473.2 14
225.0331 107034.7 4
225.9923 122592.2 5
226.9881 2040211.4 92
227.0008 1221809.9 55
228.0086 2078778.3 94
228.0573 420746.3 19
234.1244 1119948.4 50
238.0296 584601.1 26
238.0696 83528.9 3
239.0373 181975.8 8
240.0079 196667.3 8
240.0452 956815.7 43
241.0038 3791231 172
244.0034 1576104 71
251.025 310786.3 14
255.9905 407389.9 18
256.0398 700192.6 31
258.0554 691594.3 31
267.0196 444070.7 20
268.0274 1429765.8 64
269.0349 403883.7 18
272.0347 511181.4 23
272.9937 1162810.1 52
281.0351 421032 19
281.1255 3814639.8 173
282.1106 89234.6 4
283.0505 397076.5 18
285.0292 147975.7 6
286.0509 145572 6
299.046 1615452.9 73
309.0667 82882.3 3
345.0876 3551836.3 161
//
