ACCESSION: MSBNK-Eawag-EQ309952
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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: splash10-0002-1569000000-9fe05d3a14b7538f7779
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
61.9706 NOS- 1 61.9706 -0.13
63.9624 O2S- 1 63.9624 -0.61
65.0145 C3HN2- 1 65.0145 0.13
65.9985 C3NO- 1 65.9985 -0.11
67.0302 C3H3N2- 1 67.0302 0.12
73.0295 C3H5O2- 1 73.0295 0.23
77.0146 C4HN2- 1 77.0145 0.5
77.9655 NO2S- 1 77.9655 0.22
78.9733 HNO2S- 1 78.9733 -0.99
79.9812 H2NO2S- 1 79.9812 0.34
89.0146 C5HN2- 1 89.0145 0.88
90.0098 C4N3- 1 90.0098 0.22
91.0302 C5H3N2- 1 91.0302 -0.13
92.0142 C5H2NO- 1 92.0142 0.25
92.0255 C4H2N3- 1 92.0254 0.43
93.0095 C4HN2O- 1 93.0094 0.36
95.0251 C4H3N2O- 1 95.0251 0.67
96.0091 C4H2NO2- 1 96.0091 -0.33
97.0409 C4H5N2O- 1 97.0407 1.17
105.0095 C5HN2O- 1 105.0094 0.42
106.0173 C5H2N2O- 1 106.0173 0.74
107.0251 C5H3N2O- 1 107.0251 0.13
108.0329 C5H4N2O- 1 108.0329 0.17
109.017 C5H3NO2- 1 109.0169 0.95
109.0404 C5H5N2O- 1 109.0407 -3.08
116.0256 C6H2N3- 2 116.0254 1.29
117.0096 C6HN2O- 2 117.0094 1.14
118.0412 C6H4N3- 1 118.0411 0.67
119.0252 C6H3N2O- 1 119.0251 0.62
120.0204 C5H2N3O- 1 120.0203 0.87
120.0569 C6H6N3- 2 120.0567 1.33
121.0282 C5H3N3O- 1 121.0282 0.41
121.0408 C6H5N2O- 1 121.0407 0.44
123.02 C5H3N2O2- 1 123.02 0.24
124.0277 C5H4N2O2- 1 124.0278 -0.77
129.0333 C7H3N3- 2 129.0332 0.65
131.0488 C7H5N3- 1 131.0489 -0.88
131.0617 C8H7N2- 2 131.0615 1.89
132.0203 C6H2N3O- 1 132.0203 -0.12
132.033 C7H4N2O- 2 132.0329 0.9
132.0567 C7H6N3- 1 132.0567 0.15
133.0282 C6H3N3O- 2 133.0282 0.3
134.036 C6H4N3O- 2 134.036 0.48
135.0201 C6H3N2O2- 2 135.02 0.44
135.0438 C6H5N3O- 2 135.0438 0.22
136.0517 C6H6N3O- 2 136.0516 0.33
137.0355 C6H5N2O2- 1 137.0357 -0.81
144.0567 C8H6N3- 2 144.0567 0.06
144.0695 C9H8N2- 2 144.0693 1.55
145.0281 C7H3N3O- 1 145.0282 -0.48
146.036 C7H4N3O- 2 146.036 -0.04
147.0439 C7H5N3O- 2 147.0438 0.41
147.0562 C8H7N2O- 2 147.0564 -1.4
148.0279 C7H4N2O2- 2 148.0278 0.64
148.0517 C7H6N3O- 2 148.0516 0.77
149.0357 C7H5N2O2- 2 149.0357 0.06
150.0309 C6H4N3O2- 2 150.0309 -0.13
151.0387 C6H5N3O2- 2 151.0387 0.17
152.0227 C6H4N2O3- 2 152.0227 -0.27
156.0566 C9H6N3- 1 156.0567 -1.03
157.0645 C9H7N3- 2 157.0645 -0.04
158.0723 C9H8N3- 2 158.0724 -0.38
159.0566 C9H7N2O- 2 159.0564 1.15
160.0515 C8H6N3O- 1 160.0516 -0.78
160.0643 C9H8N2O- 3 160.0642 0.62
161.072 C9H9N2O- 3 161.072 0.08
162.0309 C7H4N3O2- 2 162.0309 0.25
163.0261 C6H3N4O2- 2 163.0261 -0.05
163.0879 C9H11N2O- 1 163.0877 1.31
164.0229 C7H4N2O3- 2 164.0227 1.22
164.0467 C7H6N3O2- 2 164.0466 1.1
165.0418 C6H5N4O2- 2 165.0418 -0.3
171.0677 C9H7N4- 2 171.0676 0.35
172.0518 C9H6N3O- 2 172.0516 0.9
172.0758 C9H8N4- 2 172.0754 1.95
173.0594 C9H7N3O- 2 173.0595 -0.52
174.0672 C9H8N3O- 2 174.0673 -0.49
175.0514 C9H7N2O2- 3 175.0513 0.39
175.075 C9H9N3O- 2 175.0751 -0.92
176.0338 C7H4N4O2- 2 176.034 -0.99
176.0466 C8H6N3O2- 2 176.0466 0.28
176.0592 C9H8N2O2- 3 176.0591 0.48
176.0829 C9H10N3O- 2 176.0829 0.03
177.0418 C7H5N4O2- 2 177.0418 0.23
177.0667 C9H9N2O2- 2 177.067 -1.47
180.029 C6H4N4O3- 2 180.0289 0.51
182.0209 C6H4N3O4- 1 182.0207 0.99
186.0104 C6H6N2O3S- 2 186.0105 -0.28
187.1241 C12H15N2- 1 187.1241 -0.12
189.0542 C9H7N3O2- 2 189.0544 -1.14
190.0625 C9H8N3O2- 2 190.0622 1.79
191.0212 C7H3N4O3- 2 191.0211 0.92
191.0701 C9H9N3O2- 2 191.07 0.44
192.029 C7H4N4O3- 2 192.0289 0.79
192.9953 C7H3N3O2S- 1 192.9951 0.8
198.9819 C6H3N2O4S- 1 198.9819 -0.06
200.9972 C6H5N2O4S- 1 200.9976 -1.55
203.0575 C9H7N4O2- 2 203.0574 0.15
204.0652 C9H8N4O2- 2 204.0653 -0.17
204.0775 C10H10N3O2- 2 204.0779 -1.52
208.0314 C9H8N2O2S- 1 208.0312 0.98
211.0058 C7H5N3O3S- 1 211.0057 0.33
212.0136 C7H6N3O3S- 1 212.0135 0.11
212.9971 C7H5N2O4S- 1 212.9976 -2.17
220.0603 C9H8N4O3- 2 220.0602 0.64
221.068 C9H9N4O3- 2 221.068 -0.02
222.0344 C9H8N3O2S- 1 222.0343 0.49
222.0886 C10H12N3O3- 1 222.0884 0.79
223.0421 C9H9N3O2S- 1 223.0421 0.2
224.0139 C8H6N3O3S- 2 224.0135 1.58
224.0499 C9H10N3O2S- 1 224.0499 -0.01
225.0101 C9H7NO4S- 1 225.0101 -0.34
225.0216 C8H7N3O3S- 2 225.0214 1.02
226.9881 C6H3N4O4S- 1 226.988 0.27
227.0007 C7H5N3O4S- 1 227.0006 0.29
228.0087 C7H6N3O4S- 2 228.0085 0.96
228.058 C9H12N2O3S- 1 228.0574 2.58
234.1248 C12H16N3O2- 1 234.1248 -0.17
238.0293 C9H8N3O3S- 1 238.0292 0.52
238.071 C9H10N4O4- 2 238.0708 0.91
239.0373 C9H9N3O3S- 2 239.037 1.13
240.0448 C9H10N3O3S- 1 240.0448 -0.07
241.0038 C7H5N4O4S- 1 241.0037 0.34
244.0035 C7H6N3O5S- 2 244.0034 0.64
256.04 C9H10N3O4S- 2 256.0398 0.94
258.0554 C9H12N3O4S- 1 258.0554 0.15
268.0275 C9H8N4O4S- 2 268.0272 1.14
269.0351 C9H9N4O4S- 2 269.035 0.23
272.0349 C9H10N3O5S- 2 272.0347 0.83
272.9936 C7H5N4O6S- 1 272.9935 0.08
281.1255 C12H17N4O4- 1 281.1255 0.08
282.1099 C12H16N3O5- 1 282.1095 1.37
283.0503 C10H11N4O4S- 1 283.0506 -1.06
285.0303 C9H9N4O5S- 2 285.0299 1.18
286.0505 C10H12N3O5S- 2 286.0503 0.72
299.0455 C10H11N4O5S- 2 299.0456 -0.05
309.0665 C12H13N4O4S- 1 309.0663 0.65
345.0875 C12H17N4O6S- 1 345.0874 0.24
PK$NUM_PEAK: 138
PK$PEAK: m/z int. rel.int.
61.9706 962546.9 7
63.9624 699412.5 5
65.0145 1389782.1 10
65.9985 1333889.1 10
67.0302 176933.2 1
73.0295 159350.4 1
77.0146 402822.2 3
77.9655 9342252.7 73
78.9733 763114.5 5
79.9812 3693511.5 28
89.0146 441075.3 3
90.0098 144513.7 1
91.0302 755174.3 5
92.0142 151379.4 1
92.0255 137853.9 1
93.0095 539711.8 4
95.0251 196069.6 1
96.0091 860461.2 6
97.0409 150760.9 1
105.0095 337187.4 2
106.0173 971654.7 7
107.0251 1070750.1 8
108.0329 1771884.5 13
109.017 145710.5 1
109.0404 139846.5 1
116.0256 2032436.2 15
117.0096 152831.1 1
118.0412 872845.3 6
119.0252 1964463.6 15
120.0204 206570.6 1
120.0569 642142.9 5
121.0282 196123.2 1
121.0408 536969.6 4
123.02 166452.5 1
124.0277 166770 1
129.0333 1013796.9 7
131.0488 629641.6 4
131.0617 156629.8 1
132.0203 182478.6 1
132.033 158301.3 1
132.0567 176947.9 1
133.0282 730874 5
134.036 2175392.9 17
135.0201 1196956.6 9
135.0438 1221965.5 9
136.0517 1090137.6 8
137.0355 576091.9 4
144.0567 133255.1 1
144.0695 178361.7 1
145.0281 483531.2 3
146.036 1482520.8 11
147.0439 5753152.2 45
147.0562 820172.9 6
148.0279 785000.8 6
148.0517 548655.1 4
149.0357 709903.5 5
150.0309 2513461.1 19
151.0387 598129.6 4
152.0227 333374.1 2
156.0566 288206.9 2
157.0645 786117 6
158.0723 758909.5 5
159.0566 508287.9 3
160.0515 1203041 9
160.0643 572209.6 4
161.072 2056585 16
162.0309 557456 4
163.0261 607363.8 4
163.0879 160346.1 1
164.0229 147826.9 1
164.0467 499679.5 3
165.0418 452824.1 3
171.0677 376328 2
172.0518 392002 3
172.0758 676875 5
173.0594 855928.5 6
174.0672 6687134.2 52
175.0514 909090.3 7
175.075 937474.8 7
176.0338 541640.5 4
176.0466 411978.9 3
176.0592 138789.2 1
176.0829 1581278.3 12
177.0418 135252.3 1
177.0667 186863.2 1
180.029 4521630.9 35
182.0209 4507478 35
186.0104 415114.3 3
187.1241 513667.1 4
189.0542 133754.7 1
190.0625 582273.7 4
191.0212 2200942.5 17
191.0701 2369455.2 18
192.029 955477.5 7
192.9953 494529.8 3
198.9819 340152.6 2
200.9972 145197.8 1
203.0575 3272505 25
204.0652 499881.3 3
204.0775 158289.6 1
208.0314 143152.4 1
211.0058 782439.6 6
212.0136 927611.4 7
212.9971 149459.6 1
220.0603 627849.8 4
221.068 1616913 12
222.0344 1115285.7 8
222.0886 185986.3 1
223.0421 398281.1 3
224.0139 330137 2
224.0499 358392.6 2
225.0101 140814.5 1
225.0216 320254.5 2
226.9881 1414441.5 11
227.0007 452078.9 3
228.0087 1221157.6 9
228.058 634479.3 4
234.1248 7764364.8 60
238.0293 512130.5 4
238.071 1464161.3 11
239.0373 160290.7 1
240.0448 2780117.5 21
241.0038 4242421.2 33
244.0035 1007124.6 7
256.04 2249339.4 17
258.0554 1034143.3 8
268.0275 507539.7 3
269.0351 1199456.1 9
272.0349 868062.4 6
272.9936 235677.3 1
281.1255 48046046.3 377
282.1099 562452.8 4
283.0503 632718.8 4
285.0303 333839 2
286.0505 582087.5 4
299.0455 3782199.3 29
309.0665 810349.9 6
345.0875 127283741.9 999
//
