ACCESSION: MSBNK-Eawag-EQ309906
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 90; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$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: splash10-00pi-7900000000-6528114330904e27e00d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
52.0183 C3H2N+ 1 52.0182 1.82
53.0023 C3HO+ 1 53.0022 2.06
53.9975 C2NO+ 1 53.9974 0.93
54.0339 C3H4N+ 1 54.0338 1.01
55.0179 C3H3O+ 1 55.0178 1.07
55.0291 C2H3N2+ 1 55.0291 0.46
56.0131 C2H2NO+ 1 56.0131 0.36
56.0495 C3H6N+ 1 56.0495 0.44
57.0334 C3H5O+ 1 57.0335 -0.9
59.0491 C3H7O+ 1 59.0491 -1.21
63.0229 C5H3+ 1 63.0229 -0.1
63.9851 H2NOS+ 1 63.9852 -0.17
64.0182 C4H2N+ 1 64.0182 0.23
65.026 C4H3N+ 1 65.026 0.3
65.0386 C5H5+ 1 65.0386 0.21
66.0212 C3H2N2+ 1 66.0212 0.01
66.0339 C4H4N+ 1 66.0338 1.13
66.0463 C5H6+ 1 66.0464 -0.93
67.0054 C3HNO+ 1 67.0053 1.42
67.0291 C3H3N2+ 1 67.0291 -0.22
67.0416 C4H5N+ 1 67.0417 -0.75
67.9893 C3O2+ 1 67.9893 0.58
68.0131 C3H2NO+ 1 68.0131 -0.15
68.0495 C4H6N+ 1 68.0495 0.65
68.997 C3HO2+ 1 68.9971 -0.95
69.0083 C2HN2O+ 1 69.0083 -1.29
70.0287 C3H4NO+ 1 70.0287 -0.43
76.0182 C5H2N+ 1 76.0182 0.32
77.0134 C4HN2+ 1 77.0134 -0.06
77.0261 C5H3N+ 1 77.026 0.77
77.0385 C6H5+ 1 77.0386 -0.73
78.0338 C5H4N+ 1 78.0338 0.19
79.0291 C4H3N2+ 1 79.0291 0.2
79.0417 C5H5N+ 1 79.0417 1
79.0542 C6H7+ 1 79.0542 -0.08
80.0131 C4H2NO+ 1 80.0131 0
80.0495 C5H6N+ 1 80.0495 0.18
81.0446 C4H5N2+ 1 81.0447 -2.15
82.0287 C4H4NO+ 1 82.0287 -0.86
89.0386 C7H5+ 1 89.0386 0.04
90.0212 C5H2N2+ 1 90.0212 -0.88
90.0338 C6H4N+ 1 90.0338 -0.62
91.029 C5H3N2+ 1 91.0291 -0.6
91.0417 C6H5N+ 1 91.0417 0.65
91.0542 C7H7+ 1 91.0542 0.15
92.0129 C5H2NO+ 1 92.0131 -1.96
92.0369 C5H4N2+ 1 92.0369 -0.21
92.0494 C6H6N+ 1 92.0495 -1.15
93.0209 C5H3NO+ 1 93.0209 0.37
93.0448 C5H5N2+ 1 93.0447 0.49
93.0572 C6H7N+ 1 93.0573 -0.54
94.0287 C5H4NO+ 1 94.0287 -0.53
94.0525 C5H6N2+ 1 94.0525 -0.1
95.0238 C4H3N2O+ 1 95.024 -1.78
95.0365 C5H5NO+ 1 95.0366 -1
95.0492 C6H7O+ 1 95.0491 0.41
96.0079 C4H2NO2+ 1 96.008 -1.61
96.0445 C5H6NO+ 1 96.0444 0.83
101.0134 C6HN2+ 1 101.0134 -0.44
103.029 C6H3N2+ 1 103.0291 -0.24
103.0541 C8H7+ 1 103.0542 -0.94
104.0369 C6H4N2+ 1 104.0369 0.39
104.0495 C7H6N+ 1 104.0495 0.43
105.0448 C6H5N2+ 1 105.0447 0.34
105.0571 C7H7N+ 1 105.0573 -1.62
105.0698 C8H9+ 1 105.0699 -0.83
106.0286 C6H4NO+ 1 106.0287 -0.85
106.0524 C6H6N2+ 1 106.0525 -1.6
106.0651 C7H8N+ 1 106.0651 -0.52
107.0239 C5H3N2O+ 1 107.024 -0.93
108.0444 C6H6NO+ 1 108.0444 -0.19
110.0235 C5H4NO2+ 1 110.0237 -1.77
115.0542 C9H7+ 1 115.0542 -0.49
116.0367 C7H4N2+ 1 116.0369 -2.06
116.0495 C8H6N+ 1 116.0495 -0.13
117.0447 C7H5N2+ 1 117.0447 -0.04
117.0572 C8H7N+ 1 117.0573 -0.43
118.0161 C6H2N2O+ 1 118.0162 -0.37
118.0525 C7H6N2+ 1 118.0525 -0.08
118.065 C8H8N+ 2 118.0651 -0.81
119.024 C6H3N2O+ 1 119.024 0.09
120.0558 C6H6N3+ 2 120.0556 1.64
120.0806 C8H10N+ 2 120.0808 -1.21
121.0395 C6H5N2O+ 1 121.0396 -0.9
122.0234 C6H4NO2+ 1 122.0237 -2.42
122.0471 C6H6N2O+ 1 122.0475 -2.98
123.0188 C5H3N2O2+ 1 123.0189 -1.09
124.0267 C5H4N2O2+ 1 124.0267 -0.47
130.0652 C9H8N+ 1 130.0651 0.49
131.0604 C8H7N2+ 2 131.0604 -0.11
131.0729 C9H9N+ 2 131.073 -0.23
132.0317 C7H4N2O+ 1 132.0318 -1.24
132.0557 C7H6N3+ 2 132.0556 0.96
132.0807 C9H10N+ 2 132.0808 -0.57
133.0397 C7H5N2O+ 2 133.0396 0.23
134.0348 C6H4N3O+ 1 134.0349 -0.96
134.0471 C7H6N2O+ 1 134.0475 -2.42
134.06 C8H8NO+ 2 134.06 -0.6
136.0269 C6H4N2O2+ 2 136.0267 1.41
137.0344 C6H5N2O2+ 1 137.0346 -0.83
143.0604 C9H7N2+ 2 143.0604 0.46
144.0683 C9H8N2+ 2 144.0682 0.7
145.0396 C8H5N2O+ 2 145.0396 -0.48
145.0761 C9H9N2+ 2 145.076 0.59
146.0476 C8H6N2O+ 2 146.0475 0.86
148.0141 C6H2N3O2+ 2 148.0142 -0.29
148.0505 C7H6N3O+ 2 148.0505 -0.06
149.0346 C7H5N2O2+ 2 149.0346 0.51
150.0424 C7H6N2O2+ 2 150.0424 0.34
151.05 C7H7N2O2+ 1 151.0502 -1.42
152.0215 C6H4N2O3+ 1 152.0216 -0.88
161.0459 C7H5N4O+ 2 161.0458 0.76
161.071 C9H9N2O+ 3 161.0709 0.07
167.045 C7H7N2O3+ 1 167.0451 -0.65
170.0146 C6H6N2O2S+ 1 170.0144 0.65
171.0219 C6H7N2O2S+ 1 171.0223 -2.08
177.0657 C9H9N2O2+ 3 177.0659 -0.7
178.0243 C7H4N3O3+ 1 178.0247 -2.23
179.0328 C7H5N3O3+ 2 179.0325 1.38
190.0163 C12H2N2O+ 3 190.0162 0.61
197.0252 C7H7N3O2S+ 1 197.0253 -0.55
198.0145 C6H4N3O5+ 1 198.0145 -0.34
212.0125 C7H6N3O3S+ 1 212.0124 0.29
213.02 C7H7N3O3S+ 1 213.0203 -1.1
223.0406 C9H9N3O2S+ 1 223.041 -1.92
224.0488 C9H10N3O2S+ 1 224.0488 -0.2
225.0569 C9H11N3O2S+ 2 225.0566 1.07
227.9956 C6H4N4O4S+ 2 227.9948 3.65
228.0069 C7H6N3O4S+ 1 228.0074 -1.86
238.028 C9H8N3O3S+ 1 238.0281 -0.5
240.0437 C9H10N3O3S+ 1 240.0437 -0.08
PK$NUM_PEAK: 134
PK$PEAK: m/z int. rel.int.
50.0152 208497.4486 12
52.0183 1951175.3 113
53.0023 1830214.6 106
53.9975 126861 7
54.0339 451915.1 26
55.0179 402613.6 23
55.0291 132439 7
56.0131 1053934.9 61
56.0495 137590.5 8
57.0334 120031.6 6
59.0491 114179.6 6
63.0229 920005.8 53
63.9851 1544815.6 90
64.0182 1837140 107
65.026 1379984.2 80
65.0386 1532146 89
66.0212 216385.5 12
66.0339 666642.7 38
66.0463 102716.8 5
67.0054 121887.4 7
67.0291 102499.3 5
67.0416 593327.2 34
67.9893 116153.8 6
68.0131 1035556.8 60
68.0495 98619.3 5
68.997 186473 10
69.0083 176008.5 10
69.9923 219580.3068 12
70.0287 129631.7 7
76.0182 1082921.7 63
77.0134 414319.5 24
77.0261 945441.3 55
77.0385 110633.9 6
78.0338 17142581.3 999
79.0291 4435845.2 258
79.0417 873914.8 50
79.0542 672167.5 39
80.0131 1907967.4 111
80.0495 2750431.1 160
81.0446 198356.1 11
82.0287 470685.9 27
89.0386 949257.4 55
90.0212 216331.7 12
90.0338 1413154.6 82
91.029 580715.7 33
91.0417 824061.5 48
91.0542 1582077.9 92
92.0129 200434 11
92.0369 809237.6 47
92.0494 603282.7 35
93.0209 653483.8 38
93.0448 1134078.5 66
93.0572 143826 8
94.0287 607706.3 35
94.0525 136304.4 7
95.0238 373160.3 21
95.0365 227912.8 13
95.0492 1581308.1 92
96.0079 417066.7 24
96.0445 872594.7 50
101.0134 187661.9 10
103.029 407426.7 23
103.0541 882920.8 51
104.0369 151750.4 8
104.0495 2370243.7 138
105.0448 4297570.6 250
105.0571 625329.6 36
105.0698 553928.4 32
106.0286 407862.7 23
106.0524 160870.8 9
106.0651 110182.1 6
107.0239 466630.5 27
108.0444 1162236.2 67
110.0235 144382.4 8
115.0288 173493.3618 10
115.0542 731809.2 42
116.0367 424628.1 24
116.0495 2085661.3 121
117.0447 4459761.6 259
117.0572 8628884.5 502
118.0161 119730.3 6
118.0525 703999.7 41
118.065 916231.6 53
119.024 4794303.4 279
120.0558 664513.7 38
120.0806 500897.7 29
121.0395 1733081.2 100
122.0234 106752.5 6
122.0471 125546.9 7
123.0188 114037 6
124.0267 130374 7
130.0652 1785577.7 104
131.0604 955296.7 55
131.0729 1137984.1 66
132.0317 762376 44
132.0557 131079.3 7
132.0807 654438.8 38
133.0397 9957546.7 580
134.0348 134967.5 7
134.0471 522503.2 30
134.06 359012.3 20
136.0269 1456659.3 84
137.0344 485607.8 28
143.0604 1599539.9 93
144.0683 392265.4 22
145.0396 434073.3 25
145.0761 3234392 188
146.0476 131710.8 7
148.0141 531686.9 30
148.0505 205254.3 11
149.0346 4514510.5 263
150.0424 171169.7 9
151.05 395648.8 23
152.0215 553833.4 32
161.0459 123283.8 7
161.071 809766.1 47
167.045 174209.1 10
170.0146 820101.3 47
171.0219 551704.5 32
177.0657 138154.2 8
178.0243 154950.3 9
179.0328 100023.3 5
190.0163 140536.4 8
197.0252 1710352.3 99
198.0145 1603001.9 93
212.0125 1074030.4 62
213.02 461153.4 26
223.0406 393525.4 22
224.0488 219564 12
225.0569 192460.1 11
227.9956 116907.9 6
228.0069 547921.4 31
238.028 122466 7
240.0437 453353.4 26
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