ACCESSION: MSBNK-Eawag-EQ309904
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 60; 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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$FOCUSED_ION: BASE_PEAK 347.1021
MS$FOCUSED_ION: PRECURSOR_M/Z 347.102
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: splash10-0002-2930000000-70aea8077c39adb2a6c1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
52.0182 C3H2N+ 1 52.0182 1.24
53.0023 C3HO+ 1 53.0022 2.43
53.9976 C2NO+ 1 53.9974 2.96
54.0339 C3H4N+ 1 54.0338 2.12
55.0179 C3H3O+ 1 55.0178 1.43
55.0292 C2H3N2+ 1 55.0291 2.46
56.0132 C2H2NO+ 1 56.0131 1.43
56.0496 C3H6N+ 1 56.0495 1.68
57.0335 C3H5O+ 1 57.0335 0.5
59.0492 C3H7O+ 1 59.0491 1.16
63.9852 H2NOS+ 1 63.9852 0.61
64.0182 C4H2N+ 1 64.0182 0.54
65.026 C4H3N+ 1 65.026 -0.32
65.0386 C5H5+ 1 65.0386 -0.41
66.0212 C3H2N2+ 1 66.0212 -0.14
66.0337 C4H4N+ 1 66.0338 -1.45
67.0052 C3HNO+ 1 67.0053 -0.52
67.0291 C3H3N2+ 1 67.0291 0.98
67.0417 C4H5N+ 1 67.0417 0.59
67.9893 C3O2+ 1 67.9893 0.87
68.013 C3H2NO+ 1 68.0131 -1.32
68.9971 C3HO2+ 1 68.9971 0.5
69.0083 C2HN2O+ 1 69.0083 -0.71
76.0182 C5H2N+ 1 76.0182 -0.34
77.0134 C4HN2+ 1 77.0134 0.07
77.026 C5H3N+ 1 77.026 -0.27
78.0213 C4H2N2+ 1 78.0212 0.65
78.0338 C5H4N+ 1 78.0338 -0.33
79.0291 C4H3N2+ 1 79.0291 0.58
79.0416 C5H5N+ 1 79.0417 -0.13
79.0543 C6H7+ 1 79.0542 0.42
79.9802 H2NO2S+ 1 79.9801 1.68
80.0132 C4H2NO+ 1 80.0131 0.87
80.0369 C4H4N2+ 1 80.0369 0.38
80.0495 C5H6N+ 1 80.0495 0.05
81.0208 C4H3NO+ 1 81.0209 -0.93
81.0573 C5H7N+ 1 81.0573 0.36
82.0288 C4H4NO+ 1 82.0287 0.61
84.0444 C4H6NO+ 1 84.0444 -0.24
90.0213 C5H2N2+ 1 90.0212 0.56
90.0339 C6H4N+ 1 90.0338 0.49
91.0291 C5H3N2+ 1 91.0291 0.06
91.0417 C6H5N+ 1 91.0417 0.1
91.0542 C7H7+ 1 91.0542 0.15
92.013 C5H2NO+ 1 92.0131 -0.98
92.0369 C5H4N2+ 1 92.0369 0
92.0495 C6H6N+ 1 92.0495 0.48
93.0209 C5H3NO+ 1 93.0209 0.16
93.0447 C5H5N2+ 1 93.0447 -0.59
93.07 C7H9+ 1 93.0699 1
94.0161 C4H2N2O+ 1 94.0162 -0.89
94.0287 C5H4NO+ 1 94.0287 -0.32
94.0525 C5H6N2+ 1 94.0525 0
95.024 C4H3N2O+ 1 95.024 -0.2
95.0366 C5H5NO+ 1 95.0366 0.47
96.008 C4H2NO2+ 1 96.008 -0.26
96.0444 C5H6NO+ 1 96.0444 0.1
103.0291 C6H3N2+ 1 103.0291 0.15
103.0543 C8H7+ 1 103.0542 0.52
104.0495 C7H6N+ 1 104.0495 0.14
105.0085 C5HN2O+ 1 105.0083 1.15
105.0209 C6H3NO+ 1 105.0209 -0.53
105.0448 C6H5N2+ 1 105.0447 0.62
105.0573 C7H7N+ 1 105.0573 -0.1
105.0699 C8H9+ 1 105.0699 0.03
106.0161 C5H2N2O+ 1 106.0162 -0.13
106.0525 C6H6N2+ 1 106.0525 -0.37
106.0653 C7H8N+ 1 106.0651 1.93
107.0239 C5H3N2O+ 1 107.024 -0.93
108.0082 C5H2NO2+ 1 108.008 1.62
108.0319 C5H4N2O+ 1 108.0318 0.7
108.0445 C6H6NO+ 1 108.0444 0.92
109.0158 C5H3NO2+ 1 109.0158 -0.27
109.0397 C5H5N2O+ 1 109.0396 0.37
110.0236 C5H4NO2+ 1 110.0237 -0.77
110.0474 C5H6N2O+ 1 110.0475 -0.67
115.0542 C9H7+ 1 115.0542 -0.23
116.0495 C8H6N+ 1 116.0495 0.21
117.0446 C7H5N2+ 1 117.0447 -0.72
117.0572 C8H7N+ 1 117.0573 -0.43
118.0162 C6H2N2O+ 1 118.0162 0.64
118.0399 C6H4N3+ 1 118.04 -0.71
118.0524 C7H6N2+ 1 118.0525 -1.01
118.0651 C8H8N+ 1 118.0651 -0.13
119.024 C6H3N2O+ 1 119.024 0.18
120.0319 C6H4N2O+ 1 120.0318 0.55
120.0555 C6H6N3+ 1 120.0556 -0.7
120.0807 C8H10N+ 2 120.0808 -0.46
121.0396 C6H5N2O+ 1 121.0396 -0.32
121.0634 C6H7N3+ 1 121.0634 -0.73
122.0231 C6H4NO2+ 1 122.0237 -4.79
122.0474 C6H6N2O+ 1 122.0475 -0.28
123.0189 C5H3N2O2+ 1 123.0189 -0.44
124.0267 C5H4N2O2+ 1 124.0267 -0.23
130.0652 C9H8N+ 1 130.0651 0.49
131.0242 C7H3N2O+ 2 131.024 1.38
131.0605 C8H7N2+ 2 131.0604 0.73
131.0731 C9H9N+ 1 131.073 1.44
132.0318 C7H4N2O+ 1 132.0318 0.12
132.0682 C8H8N2+ 2 132.0682 0.31
132.0809 C9H10N+ 1 132.0808 0.64
133.0397 C7H5N2O+ 2 133.0396 0.31
134.0348 C6H4N3O+ 1 134.0349 -0.66
134.0475 C7H6N2O+ 1 134.0475 -0.03
134.0599 C8H8NO+ 2 134.06 -1.27
135.0189 C6H3N2O2+ 1 135.0189 -0.32
135.0426 C6H5N3O+ 1 135.0427 -0.91
135.0553 C7H7N2O+ 1 135.0553 0.23
136.0268 C6H4N2O2+ 2 136.0267 0.6
136.0756 C8H10NO+ 2 136.0757 -0.44
137.0345 C6H5N2O2+ 1 137.0346 -0.39
143.0605 C9H7N2+ 2 143.0604 1.02
144.0685 C9H8N2+ 2 144.0682 1.88
145.0397 C8H5N2O+ 3 145.0396 0.49
145.0761 C9H9N2+ 2 145.076 0.52
146.0473 C8H6N2O+ 2 146.0475 -1.06
148.0142 C6H2N3O2+ 2 148.0142 0.32
148.0268 C7H4N2O2+ 2 148.0267 0.28
148.0504 C7H6N3O+ 1 148.0505 -0.66
148.0756 C9H10NO+ 2 148.0757 -0.34
149.022 C6H3N3O2+ 2 149.022 0.22
149.0347 C7H5N2O2+ 2 149.0346 0.71
149.0584 C7H7N3O+ 2 149.0584 0.05
150.0299 C6H4N3O2+ 2 150.0298 0.58
150.0424 C7H6N2O2+ 2 150.0424 0.21
151.0138 C6H3N2O3+ 2 151.0138 -0.39
151.0378 C6H5N3O2+ 2 151.0376 0.88
151.0501 C7H7N2O2+ 1 151.0502 -0.56
152.0217 C6H4N2O3+ 2 152.0216 0.24
159.0554 C9H7N2O+ 3 159.0553 0.44
160.0631 C9H8N2O+ 3 160.0631 -0.34
161.046 C7H5N4O+ 2 161.0458 1.57
161.071 C9H9N2O+ 3 161.0709 0.07
163.0504 C8H7N2O2+ 2 163.0502 1.2
165.0169 C6H3N3O3+ 2 165.0169 0.23
166.0247 C6H4N3O3+ 2 166.0247 -0.41
167.045 C7H7N2O3+ 1 167.0451 -0.47
170.0145 C6H6N2O2S+ 1 170.0144 0.47
171.0223 C6H7N2O2S+ 1 171.0223 0.21
177.0659 C9H9N2O2+ 3 177.0659 0.26
178.0248 C7H4N3O3+ 2 178.0247 0.35
178.0734 C9H10N2O2+ 2 178.0737 -1.51
179.0328 C7H5N3O3+ 2 179.0325 1.72
182.0197 C6H4N3O4+ 1 182.0196 0.54
184.0355 C6H6N3O4+ 1 184.0353 1.02
185.025 C6H7N3O2S+ 1 185.0253 -1.99
190.0607 C9H8N3O2+ 1 190.0611 -2.28
194.9859 C7H3N2O3S+ 1 194.9859 0.26
197.0013 C7H5N2O3S+ 1 197.0015 -1.37
197.0254 C7H7N3O2S+ 1 197.0253 0.46
198.0146 C6H4N3O5+ 1 198.0145 0.02
200.0126 C6H6N3O3S+ 2 200.0124 0.56
200.0302 C6H6N3O5+ 1 200.0302 0.07
201.0205 C6H7N3O3S+ 2 201.0203 1.18
206.0309 CH10N4O6S+ 1 206.0316 -3.23
211.0228 C7H5N3O5+ 2 211.0224 1.79
212.0127 C7H6N3O3S+ 1 212.0124 1.09
213.0203 C7H7N3O3S+ 1 213.0203 0.36
217.0154 C6H7N3O4S+ 2 217.0152 1.16
223.0414 C9H9N3O2S+ 2 223.041 1.75
224.0489 C9H10N3O2S+ 1 224.0488 0.52
225.0568 C9H11N3O2S+ 1 225.0566 0.89
227.9707 C6H2N3O5S+ 1 227.971 -1.17
227.9949 C6H4N4O4S+ 1 227.9948 0.71
228.0076 C7H6N3O4S+ 1 228.0074 0.86
230.0121 C8H8NO5S+ 1 230.0118 1.39
230.0231 C7H8N3O4S+ 1 230.023 0.46
232.0027 C6H6N3O5S+ 3 232.0023 1.73
238.0286 C9H8N3O3S+ 2 238.0281 2.23
240.0435 C9H10N3O3S+ 1 240.0437 -0.99
240.0615 C9H10N3O5+ 1 240.0615 -0.03
241.0519 C9H11N3O3S+ 2 241.0516 1.4
241.9868 C7H4N3O5S+ 1 241.9866 0.55
242.0107 C7H6N4O4S+ 2 242.0104 0.96
243.0184 C7H7N4O4S+ 1 243.0183 0.49
244.9973 C6H5N4O5S+ 1 244.9975 -0.72
245.9818 C6H4N3O6S+ 1 245.9815 1.21
246.0051 C6H6N4O5S+ 1 246.0053 -0.82
247.0135 C6H7N4O5S+ 2 247.0132 1.35
255.0189 C8H7N4O4S+ 2 255.0183 2.58
256.0389 C9H10N3O4S+ 2 256.0387 1.12
259.0134 C7H7N4O5S+ 2 259.0132 1.02
263.0083 C6H7N4O6S+ 1 263.0081 0.91
269.0342 C9H9N4O4S+ 2 269.0339 1.26
271.0498 C9H11N4O4S+ 2 271.0496 0.88
288.0289 C9H10N3O6S+ 1 288.0285 1.38
PK$NUM_PEAK: 186
PK$PEAK: m/z int. rel.int.
52.0182 903525 29
53.0023 1311041.3 42
53.9976 134546.3 4
54.0339 393047.1 12
55.0179 127230.4 4
55.0292 100139.1 3
56.0132 3044949.8 98
56.0496 155710.6 5
57.0335 726386.8 23
59.0492 212520.4 6
63.9852 1254729.3 40
64.0182 673988 21
65.026 778415.4 25
65.0386 144893.2 4
66.0212 382866.9 12
66.0337 99010.3 3
67.0052 118294.5 3
67.0291 111784.7 3
67.0417 491554.5 15
67.9893 179892.9 5
68.013 724061.5 23
68.9971 224334.3 7
69.0083 205575.8 6
76.0182 167244.3 5
77.0134 219104.5 7
77.026 534589.2 17
78.0213 395881.4 12
78.0338 4343767.1 140
79.0291 1625158.9 52
79.0416 375207.6 12
79.0543 437746.7 14
79.9802 110053.7 3
80.0132 1475145.4 47
80.0369 199484.2 6
80.0495 644284.6 20
81.0208 204125.4 6
81.0573 117889.4 3
82.0288 376697.5 12
84.0444 200201.2 6
90.0213 191917.6 6
90.0339 131609.2 4
91.0291 476596.4 15
91.0417 131115.1 4
91.0542 920893.7 29
92.013 515816.4 16
92.0369 1629675.2 52
92.0495 211784.6 6
93.0209 791853.4 25
93.0447 977335.4 31
93.07 235122.9 7
94.0161 209052.5 6
94.0287 480747.7 15
94.0525 155924.7 5
95.024 572088.7 18
95.0366 150953.4 4
96.008 175423.3 5
96.0444 233779.3 7
103.0291 131977.8 4
103.0543 591676 19
104.0495 1143895.4 36
105.0085 162158.4 5
105.0209 209084.1 6
105.0448 2144798.5 69
105.0573 569811 18
105.0699 222747.1 7
106.0161 134616.9 4
106.0525 468857.8 15
106.0653 211383.7 6
107.0239 377856.4 12
108.0082 459416.9 14
108.0319 222986.7 7
108.0445 171660.9 5
109.0158 159891.1 5
109.0397 139064.1 4
110.0236 143322.6 4
110.0474 108393.3 3
115.0542 369071 11
116.0495 1148055.2 37
117.0446 542047.3 17
117.0572 6188501.4 200
118.0162 156329 5
118.0399 413553.8 13
118.0524 683633.6 22
118.0651 875691.7 28
119.024 2803041.8 90
120.0319 134423.8 4
120.0555 550696.3 17
120.0807 1477260.6 47
121.0396 1631292 52
121.0634 446832.5 14
122.0231 124907.3 4
122.0474 231446.6 7
123.0189 510082.7 16
124.0267 353301.1 11
130.0652 583016.1 18
131.0242 104080.4 3
131.0605 1354571.2 43
131.0731 550602.7 17
132.0318 1366869.6 44
132.0682 406214.1 13
132.0809 3896641.9 125
133.0397 7300116.3 236
134.0348 207465.7 6
134.0475 714878.3 23
134.0599 184706.6 5
135.0189 778039.3 25
135.0426 678296.2 21
135.0553 447338.9 14
136.0268 1078449.2 34
136.0756 406778.3 13
137.0345 517561.6 16
143.0605 586542.7 18
144.0685 189354.4 6
145.0397 4448056 143
145.0761 1843766.2 59
146.0473 264579.3 8
148.0142 1262660.1 40
148.0268 176803.2 5
148.0504 1132666.4 36
148.0756 1099219.6 35
149.022 199796.8 6
149.0347 2922593.3 94
149.0584 191328.6 6
150.0299 130983.8 4
150.0424 394231.7 12
151.0138 122373.2 3
151.0378 165906 5
151.0501 427898.5 13
152.0217 1258448.4 40
159.0554 432751.3 13
160.0631 126532.3 4
161.046 119795.8 3
161.071 2163139 69
163.0504 493937.2 15
165.0169 554068.8 17
166.0247 389718.3 12
167.045 643178.5 20
170.0145 2406314.1 77
171.0223 2396363.1 77
177.0659 1362771.5 44
178.0248 881883.8 28
178.0734 205759.4 6
179.0328 659147.5 21
182.0197 1446684.4 46
184.0355 151656.7 4
185.025 114011.2 3
190.0607 134215 4
194.9859 594919.3 19
197.0013 152344.4 4
197.0254 2699106 87
198.0146 30895045.5 999
200.0126 551575.3 17
200.0302 466178.1 15
201.0205 547843.3 17
206.0309 116993.1 3
211.0228 381057.8 12
212.0127 2092425.3 67
213.0203 5245909.6 169
217.0154 1272544 41
223.0414 548284.6 17
224.0489 766396.8 24
225.0568 1380900.1 44
227.9707 461660.8 14
227.9949 907754.6 29
228.0076 4090415.5 132
230.0121 114864.5 3
230.0231 548504.1 17
232.0027 1019245.3 32
238.0286 213272.4 6
240.0435 1140546.9 36
240.0615 3079082.8 99
241.0519 203165.6 6
241.9868 213845.9 6
242.0107 935560.8 30
243.0184 4423103 143
244.9973 745584.1 24
245.9818 5376194.7 173
246.0051 1890548.4 61
247.0135 446434.5 14
255.0189 355988.4 11
256.0389 163492.2 5
259.0134 4015370.3 129
263.0083 688981.7 22
269.0342 1425737.9 46
271.0498 1329390.2 42
288.0289 130282.8 4
//
