ACCESSION: MSBNK-Eawag-EQ309905
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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: splash10-00nb-4910000000-b4556d95e75e0b548b6f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
52.0182 C3H2N+ 1 52.0182 0.86
53.0023 C3HO+ 1 53.0022 2.06
53.9975 C2NO+ 1 53.9974 1.11
54.0339 C3H4N+ 1 54.0338 1.19
55.0179 C3H3O+ 1 55.0178 0.52
55.0291 C2H3N2+ 1 55.0291 1.19
56.0132 C2H2NO+ 1 56.0131 1.07
56.0495 C3H6N+ 1 56.0495 -0.28
57.0335 C3H5O+ 1 57.0335 0.33
59.0492 C3H7O+ 1 59.0491 1.67
63.0228 C5H3+ 1 63.0229 -1.37
63.9852 H2NOS+ 1 63.9852 -0.02
64.0182 C4H2N+ 1 64.0182 0.07
65.026 C4H3N+ 1 65.026 0.3
65.0386 C5H5+ 1 65.0386 -0.41
66.0213 C3H2N2+ 1 66.0212 0.61
66.0338 C4H4N+ 1 66.0338 0.22
66.0466 C5H6+ 1 66.0464 3
67.0052 C3HNO+ 1 67.0053 -0.82
67.029 C3H3N2+ 1 67.0291 -1.11
67.0416 C4H5N+ 1 67.0417 -0.16
68.0131 C3H2NO+ 1 68.0131 0.88
68.997 C3HO2+ 1 68.9971 -1.53
69.0083 C2HN2O+ 1 69.0083 -1.15
69.0209 C3H3NO+ 1 69.0209 0.51
76.0181 C5H2N+ 1 76.0182 -0.47
77.0134 C4HN2+ 1 77.0134 -0.71
77.026 C5H3N+ 1 77.026 -0.01
77.0385 C6H5+ 1 77.0386 -1.12
78.0338 C5H4N+ 1 78.0338 0.06
79.0291 C4H3N2+ 1 79.0291 0.2
79.0416 C5H5N+ 1 79.0417 -0.39
79.0542 C6H7+ 1 79.0542 -0.46
79.98 H2NO2S+ 1 79.9801 -0.45
80.0131 C4H2NO+ 1 80.0131 0.12
80.0369 C4H4N2+ 1 80.0369 -0.49
80.0495 C5H6N+ 1 80.0495 0.3
81.0209 C4H3NO+ 1 81.0209 -0.68
81.0446 C4H5N2+ 1 81.0447 -1.29
81.0572 C5H7N+ 1 81.0573 -1.24
82.0287 C4H4NO+ 1 82.0287 -0.37
89.0384 C7H5+ 1 89.0386 -1.98
90.0212 C5H2N2+ 1 90.0212 -1.11
90.0336 C6H4N+ 1 90.0338 -1.95
91.0292 C5H3N2+ 1 91.0291 1.27
91.0416 C6H5N+ 1 91.0417 -0.67
91.0542 C7H7+ 1 91.0542 0.04
92.013 C5H2NO+ 1 92.0131 -0.65
92.0369 C5H4N2+ 1 92.0369 -0.21
92.0493 C6H6N+ 1 92.0495 -1.47
93.0209 C5H3NO+ 1 93.0209 0.16
93.0447 C5H5N2+ 1 93.0447 -0.59
93.0571 C6H7N+ 1 93.0573 -1.73
93.0699 C7H9+ 1 93.0699 -0.18
94.0288 C5H4NO+ 1 94.0287 0.64
94.0525 C5H6N2+ 1 94.0525 -0.95
95.0239 C4H3N2O+ 1 95.024 -0.62
95.0492 C6H7O+ 1 95.0491 0.41
96.0079 C4H2NO2+ 1 96.008 -1.4
96.0443 C5H6NO+ 1 96.0444 -0.94
101.0135 C6HN2+ 1 101.0134 0.75
103.029 C6H3N2+ 1 103.0291 -0.82
103.0542 C8H7+ 1 103.0542 -0.45
104.0368 C6H4N2+ 1 104.0369 -0.76
104.0495 C7H6N+ 1 104.0495 0.33
105.0083 C5HN2O+ 1 105.0083 0.01
105.0447 C6H5N2+ 1 105.0447 0.24
105.0572 C7H7N+ 1 105.0573 -0.58
105.0699 C8H9+ 1 105.0699 0.13
106.0161 C5H2N2O+ 1 106.0162 -0.23
106.0287 C6H4NO+ 1 106.0287 -0.28
106.0526 C6H6N2+ 1 106.0525 0.57
106.0651 C7H8N+ 1 106.0651 0.14
107.0239 C5H3N2O+ 1 107.024 -1.21
107.0603 C6H7N2+ 1 107.0604 -1.07
108.0078 C5H2NO2+ 1 108.008 -1.99
108.0319 C5H4N2O+ 1 108.0318 0.42
108.0445 C6H6NO+ 1 108.0444 0.92
109.0158 C5H3NO2+ 1 109.0158 -0.64
110.0237 C5H4NO2+ 1 110.0237 0.5
115.0541 C9H7+ 2 115.0542 -1.54
116.0367 C7H4N2+ 1 116.0369 -2.06
116.0495 C8H6N+ 1 116.0495 -0.13
117.0448 C7H5N2+ 1 117.0447 0.39
117.0572 C8H7N+ 1 117.0573 -0.43
118.0161 C6H2N2O+ 1 118.0162 -0.12
118.0399 C6H4N3+ 1 118.04 -0.45
118.0523 C7H6N2+ 1 118.0525 -1.86
118.0652 C8H8N+ 1 118.0651 0.46
119.024 C6H3N2O+ 1 119.024 -0.08
120.0556 C6H6N3+ 1 120.0556 -0.2
120.0808 C8H10N+ 1 120.0808 -0.05
121.0396 C6H5N2O+ 1 121.0396 -0.16
122.0234 C6H4NO2+ 1 122.0237 -1.92
122.0473 C6H6N2O+ 1 122.0475 -1.26
123.0187 C5H3N2O2+ 1 123.0189 -1.58
124.0265 C5H4N2O2+ 1 124.0267 -1.68
130.0653 C9H8N+ 1 130.0651 1.34
131.0238 C7H3N2O+ 1 131.024 -1.37
131.0605 C8H7N2+ 2 131.0604 0.57
131.073 C9H9N+ 1 131.073 0.07
132.0318 C7H4N2O+ 1 132.0318 -0.03
132.0557 C7H6N3+ 2 132.0556 0.35
132.0681 C8H8N2+ 2 132.0682 -0.75
132.0808 C9H10N+ 1 132.0808 0.49
133.0397 C7H5N2O+ 2 133.0396 0.31
134.0347 C6H4N3O+ 1 134.0349 -1.33
134.0474 C7H6N2O+ 1 134.0475 -0.18
134.0599 C8H8NO+ 2 134.06 -0.75
135.0186 C6H3N2O2+ 1 135.0189 -1.95
135.0426 C6H5N3O+ 1 135.0427 -0.69
135.0551 C7H7N2O+ 1 135.0553 -1.4
136.0268 C6H4N2O2+ 2 136.0267 0.3
137.0345 C6H5N2O2+ 1 137.0346 -0.32
143.0602 C9H7N2+ 2 143.0604 -0.87
144.0681 C9H8N2+ 2 144.0682 -0.41
145.0396 C8H5N2O+ 3 145.0396 -0.06
145.0761 C9H9N2+ 2 145.076 0.59
146.0473 C8H6N2O+ 2 146.0475 -0.99
146.0596 CH12N3O3S+ 2 146.0594 1.65
148.0143 C6H2N3O2+ 2 148.0142 1
148.0269 C7H4N2O2+ 2 148.0267 0.95
148.0508 C7H6N3O+ 2 148.0505 1.9
148.0757 C9H10NO+ 2 148.0757 0
149.0219 C6H3N3O2+ 2 149.022 -0.25
149.0346 C7H5N2O2+ 2 149.0346 0.24
150.0425 C7H6N2O2+ 2 150.0424 0.67
151.0135 C6H3N2O3+ 1 151.0138 -1.98
151.0505 C7H7N2O2+ 1 151.0502 2.16
152.0216 C6H4N2O3+ 2 152.0216 -0.42
153.0296 C6H5N2O3+ 1 153.0295 0.99
159.055 C9H7N2O+ 2 159.0553 -1.69
160.0631 C9H8N2O+ 3 160.0631 -0.09
161.071 C9H9N2O+ 3 161.0709 0.13
166.0247 C6H4N3O3+ 2 166.0247 -0.17
167.0451 C7H7N2O3+ 1 167.0451 -0.41
170.0145 C6H6N2O2S+ 1 170.0144 0.06
171.0221 C6H7N2O2S+ 1 171.0223 -0.96
177.0659 C9H9N2O2+ 3 177.0659 0.49
178.025 C7H4N3O3+ 2 178.0247 1.36
179.0324 C7H5N3O3+ 2 179.0325 -0.63
180.0406 C7H6N3O3+ 2 180.0404 1.24
182.0196 C6H4N3O4+ 1 182.0196 0.04
185.0257 C6H7N3O2S+ 1 185.0253 2.17
190.0165 C12H2N2O+ 2 190.0162 1.61
190.0607 C9H8N3O2+ 1 190.0611 -2.07
194.9858 C7H3N2O3S+ 1 194.9859 -0.66
197.0253 C7H7N3O2S+ 1 197.0253 -0.05
198.0146 C6H4N3O5+ 1 198.0145 0.12
200.0123 C6H6N3O3S+ 2 200.0124 -0.84
212.0125 C7H6N3O3S+ 1 212.0124 0.34
213.0203 C7H7N3O3S+ 1 213.0203 0.12
217.0151 C6H7N3O4S+ 2 217.0152 -0.54
223.0411 C9H9N3O2S+ 1 223.041 0.5
224.0487 C9H10N3O2S+ 1 224.0488 -0.55
225.0571 C9H11N3O2S+ 2 225.0566 1.96
227.9711 C6H2N3O5S+ 1 227.971 0.62
227.9946 C6H4N4O4S+ 1 227.9948 -0.91
228.0073 C7H6N3O4S+ 1 228.0074 -0.41
230.0231 C7H8N3O4S+ 1 230.023 0.64
238.0279 C9H8N3O3S+ 1 238.0281 -0.71
240.0443 C9H10N3O3S+ 2 240.0437 2.13
242.0101 C7H6N4O4S+ 1 242.0104 -1.48
243.0182 C7H7N4O4S+ 1 243.0183 -0.17
245.9815 C6H4N3O6S+ 1 245.9815 0.07
246.0051 C6H6N4O5S+ 1 246.0053 -0.78
259.0131 C7H7N4O5S+ 1 259.0132 -0.14
269.0339 C9H9N4O4S+ 1 269.0339 -0.16
271.0491 C9H11N4O4S+ 1 271.0496 -1.52
PK$NUM_PEAK: 172
PK$PEAK: m/z int. rel.int.
52.0182 1414622.1 123
53.0023 1354308.7 117
53.9975 161344.3 14
54.0339 573461.4 49
55.0179 123711.9 10
55.0291 168875.5 14
56.0132 1942492.7 169
56.0495 126353.5 11
57.0335 521103.2 45
59.0492 136457.9 11
63.0228 216435.6 18
63.9852 1674827.4 145
64.0182 1026835.9 89
65.026 1103146.8 96
65.0386 680358.9 59
66.0213 148000.4 12
66.0338 226524.6 19
66.0466 82942.5 7
67.0052 160032.6 13
67.029 410051.2 35
67.0416 662807.9 57
68.0131 1010292.8 88
68.997 157162.5 13
69.0083 113131.5 9
69.0209 105033.9 9
76.0181 529413 46
77.0134 460893.6 40
77.026 973186.2 84
77.0385 119351.2 10
78.0338 11469112.7 999
79.0291 3749218 326
79.0416 558465.4 48
79.0542 567683.5 49
79.98 190779.2 16
80.0131 1554974.7 135
80.0369 222690.3 19
80.0495 1826372.9 159
81.0209 107934.1 9
81.0446 192576.9 16
81.0572 118225 10
82.0287 533985.1 46
89.0384 183992.3 16
90.0212 217889 18
90.0336 695090 60
91.0292 653814.6 56
91.0416 191198.6 16
91.0542 1427711 124
92.013 185372.1 16
92.0369 954019.1 83
92.0493 624896.8 54
93.0209 756721.7 65
93.0447 886698.1 77
93.0571 144757.7 12
93.0699 88882 7
94.0288 763452.8 66
94.0525 395110.4 34
95.0239 333974.9 29
95.0492 762040.4 66
96.0079 562804.5 49
96.0443 168035.3 14
101.0135 107244.8 9
103.029 186504.7 16
103.0542 637769.3 55
104.0368 146180.6 12
104.0495 1928486.7 167
105.0083 205883.7 17
105.0447 3395221.8 295
105.0572 591802.9 51
105.0699 543444 47
106.0161 106775.4 9
106.0287 504906.5 43
106.0526 392622.6 34
106.0651 175796.7 15
107.0239 522857.8 45
107.0603 185850.8 16
108.0078 161030.9 14
108.0319 141200 12
108.0445 787318.9 68
109.0158 107505.1 9
110.0237 123353.4 10
115.0541 801780.4 69
116.0367 122641.1 10
116.0495 1386501.4 120
117.0448 1840613 160
117.0572 7624922 664
118.0161 133106.8 11
118.0399 151222 13
118.0523 486294 42
118.0652 978573 85
119.024 5445138.6 474
120.0556 848068.9 73
120.0808 910408 79
121.0396 1770265.5 154
122.0234 133876.4 11
122.0473 95710.8 8
123.0187 568981.7 49
124.0265 221441.8 19
124.0394 177828.9024 15
130.0653 1009367.3 87
131.0238 103265 8
131.0605 967415.6 84
131.073 808156.9 70
132.0318 953211.3 83
132.0442 134038.1901 11
132.0557 160082.9 13
132.0681 211891.1 18
132.0808 1892490.2 164
133.0397 9805490.7 854
134.0347 157696.4 13
134.0474 499649.4 43
134.0599 104928 9
135.0186 128691.6 11
135.0426 227823.1 19
135.0551 178672.2 15
136.0268 1561971.1 136
137.0345 558263.5 48
143.0602 978448.8 85
144.0681 482892.5 42
145.0396 1659054.2 144
145.0761 2462877.7 214
146.0473 215159.6 18
146.0596 159625.5 13
148.0143 1276747.5 111
148.0269 160779.4 14
148.0508 834685.4 72
148.0757 144300.5 12
149.0219 219630.5 19
149.0346 3677115.9 320
150.0425 196982.6 17
151.0135 105635.6 9
151.0505 270203.2 23
152.0216 1715716.4 149
153.0296 151656 13
159.055 225807.3 19
160.0631 385019.9 33
161.071 1409333.8 122
166.0247 142596.9 12
167.0451 424435.1 36
170.0145 1857622.6 161
171.0221 1907949.8 166
177.0659 614510.7 53
178.025 663963 57
179.0324 218153.9 19
180.0406 102912.7 8
182.0196 137282.2 11
185.0257 109883.4 9
190.0165 106347.7 9
190.0365 115200.1233 10
190.0607 132478.7 11
194.9858 147007.3 12
197.0253 2611117 227
198.0146 10338354.3 900
200.0123 461512.1 40
212.0125 2498877 217
213.0203 1918899 167
217.0151 366623.1 31
223.0411 867827.4 75
224.0487 552475.9 48
225.0571 1006243.8 87
227.9711 121385.9 10
227.9946 697394.1 60
228.0073 1778457.4 154
230.0231 140833.2 12
238.0279 164327.8 14
240.0443 845819.9 73
242.0101 394570.4 34
243.0182 577057.3 50
245.9815 169409.1 14
246.0051 215425.5 18
259.0131 423260.8 36
269.0339 437453.8 38
271.0491 100521.4 8
//
