ACCESSION: MSBNK-Eawag-EQ309954
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 NEGATIVE
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$FOCUSED_ION: BASE_PEAK 345.0875
MS$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-6910000000-9690ba921ba71fd1331f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0035 C3N- 1 50.0036 -2.25
57.9935 CNO2- 1 57.9935 1
61.9706 NOS- 1 61.9706 0.19
63.0115 C4HN- 1 63.0114 1.31
63.9625 O2S- 1 63.9624 0.33
64.0193 C4H2N- 1 64.0193 -0.2
65.0145 C3HN2- 1 65.0145 0.13
65.9985 C3NO- 1 65.9985 0.19
67.0302 C3H3N2- 1 67.0302 0.72
68.0142 C3H2NO- 1 68.0142 0.33
73.0295 C3H5O2- 1 73.0295 0.23
74.0037 C5N- 1 74.0036 0.64
76.0192 C5H2N- 1 76.0193 -0.82
77.0145 C4HN2- 1 77.0145 0.24
77.9656 NO2S- 1 77.9655 0.48
78.9733 HNO2S- 1 78.9733 0.03
79.9812 H2NO2S- 1 79.9812 0.34
81.0219 C4H3NO- 1 81.022 -1.26
88.0067 C5N2- 1 88.0067 -0.19
88.0192 C6H2N- 1 88.0193 -1.05
89.0145 C5HN2- 1 89.0145 0.32
89.9986 C5NO- 1 89.9985 1.14
90.0097 C4N3- 1 90.0098 -0.78
90.0224 C5H2N2- 1 90.0223 0.37
90.035 C6H4N- 1 90.0349 1.3
91.0302 C5H3N2- 1 91.0302 0.42
92.0143 C5H2NO- 1 92.0142 0.9
93.0095 C4HN2O- 1 93.0094 0.15
93.0458 C5H5N2- 1 93.0458 0.2
93.9604 NO3S- 1 93.9604 0.03
94.0298 C5H4NO- 1 94.0298 -0.82
95.0142 C5H3O2- 1 95.0139 4.07
95.0251 C4H3N2O- 1 95.0251 0.67
96.0091 C4H2NO2- 1 96.0091 -0.02
97.0408 C4H5N2O- 1 97.0407 0.35
101.0147 C6HN2- 1 101.0145 1.57
102.0098 C5N3- 1 102.0098 0.09
102.0224 C6H2N2- 1 102.0223 0.23
104.0255 C5H2N3- 1 104.0254 1.05
104.0381 C6H4N2- 1 104.038 1.38
105.0094 C5HN2O- 1 105.0094 -0.15
105.022 C6H3NO- 1 105.022 0.26
105.0458 C6H5N2- 1 105.0458 0.08
106.0173 C5H2N2O- 1 106.0173 0.46
106.041 C5H4N3- 1 106.0411 -0.38
107.0251 C5H3N2O- 1 107.0251 0.6
107.0377 C6H5NO- 1 107.0377 0.54
108.0331 C5H4N2O- 1 108.0329 1.28
108.0456 C6H6NO- 1 108.0455 0.95
108.0567 C5H6N3- 1 108.0567 -0.65
109.017 C5H3NO2- 1 109.0169 1.04
109.0407 C5H5N2O- 1 109.0407 -0.33
115.0302 C7H3N2- 1 115.0302 0.33
116.0255 C6H2N3- 2 116.0254 1.03
117.0095 C6HN2O- 1 117.0094 0.54
117.0334 C6H3N3- 2 117.0332 1.57
117.046 C7H5N2- 2 117.0458 1.27
118.0412 C6H4N3- 2 118.0411 1.35
119.0251 C6H3N2O- 1 119.0251 0.03
120.0091 C6H2NO2- 1 120.0091 0.15
120.0204 C5H2N3O- 1 120.0203 0.46
120.0329 C6H4N2O- 1 120.0329 0.32
120.0455 C7H6NO- 1 120.0455 0.02
120.0568 C6H6N3- 1 120.0567 0.74
121.0408 C6H5N2O- 1 121.0407 0.53
122.0248 C6H4NO2- 1 122.0248 0.15
122.0486 C6H6N2O- 1 122.0486 0.15
123.02 C5H3N2O2- 1 123.02 -0.01
123.0565 C6H7N2O- 1 123.0564 1
124.0279 C5H4N2O2- 1 124.0278 0.19
129.0334 C7H3N3- 2 129.0332 0.96
130.0171 C7H2N2O- 1 130.0173 -1.24
130.041 C7H4N3- 1 130.0411 -0.31
131.0249 C7H3N2O- 1 131.0251 -1.57
131.0489 C7H5N3- 2 131.0489 0.34
131.0615 C8H7N2- 1 131.0615 0.22
132.0202 C6H2N3O- 1 132.0203 -0.87
132.033 C7H4N2O- 2 132.0329 0.52
132.0567 C7H6N3- 1 132.0567 -0.46
132.0693 C8H8N2- 2 132.0693 0.4
133.0284 C6H3N3O- 2 133.0282 1.8
133.0408 C7H5N2O- 1 133.0407 0.18
133.0773 C8H9N2- 1 133.0771 1.26
134.025 C7H4NO2- 1 134.0248 2.15
134.0361 C6H4N3O- 2 134.036 0.63
134.0485 C7H6N2O- 1 134.0486 -0.38
134.0614 C8H8NO- 1 134.0611 1.88
135.0203 C6H3N2O2- 2 135.02 2.07
135.0439 C6H5N3O- 2 135.0438 1.03
135.0564 C7H7N2O- 1 135.0564 0.03
136.0516 C6H6N3O- 1 136.0516 -0.19
136.0641 C7H8N2O- 1 136.0642 -0.53
137.0357 C6H5N2O2- 1 137.0357 0.07
142.0409 C8H4N3- 1 142.0411 -1.27
143.0614 C9H7N2- 2 143.0615 -0.64
144.0202 C7H2N3O- 1 144.0203 -0.87
144.0567 C8H6N3- 2 144.0567 0.13
144.0693 C9H8N2- 3 144.0693 -0.19
145.0282 C7H3N3O- 2 145.0282 0.27
145.0406 C8H5N2O- 2 145.0407 -0.94
145.0647 C8H7N3- 2 145.0645 1.13
145.0771 C9H9N2- 3 145.0771 0.12
146.036 C7H4N3O- 2 146.036 0.31
146.0486 C8H6N2O- 3 146.0486 -0.01
146.0596 C7H6N4- 1 146.0598 -1.13
146.0724 C8H8N3- 2 146.0724 0.41
147.02 C7H3N2O2- 2 147.02 -0.01
147.0438 C7H5N3O- 2 147.0438 0.27
147.0562 C8H7N2O- 2 147.0564 -1.2
148.0151 C6H2N3O2- 1 148.0152 -1.28
148.028 C7H4N2O2- 2 148.0278 1.11
148.0517 C7H6N3O- 2 148.0516 0.17
149.0356 C7H5N2O2- 1 149.0357 -0.48
149.0721 C8H9N2O- 2 149.072 0.22
150.0308 C6H4N3O2- 1 150.0309 -0.53
151.0388 C6H5N3O2- 2 151.0387 0.43
152.0228 C6H4N2O3- 2 152.0227 0.06
156.0567 C9H6N3- 2 156.0567 -0.39
157.0519 C8H5N4- 2 157.052 -0.57
157.0645 C9H7N3- 2 157.0645 -0.16
158.036 C8H4N3O- 2 158.036 0.22
158.0485 C9H6N2O- 3 158.0486 -0.39
158.0721 C9H8N3- 1 158.0724 -1.4
159.0313 C7H3N4O- 2 159.0312 0.16
159.0437 C8H5N3O- 1 159.0438 -0.76
159.0567 C9H7N2O- 2 159.0564 1.78
159.0799 C9H9N3- 1 159.0802 -1.99
160.0393 C7H4N4O- 2 160.0391 1.19
160.0518 C8H6N3O- 2 160.0516 1.28
160.0642 C9H8N2O- 3 160.0642 0.24
161.0357 C8H5N2O2- 3 161.0357 0.06
161.0593 C8H7N3O- 1 161.0595 -1
161.072 C9H9N2O- 3 161.072 -0.41
162.0309 C7H4N3O2- 2 162.0309 -0.06
163.0149 C7H3N2O3- 2 163.0149 -0.28
163.0261 C6H3N4O2- 2 163.0261 -0.55
163.0391 C7H5N3O2- 2 163.0387 2.18
163.0513 C8H7N2O2- 3 163.0513 -0.25
163.0878 C9H11N2O- 2 163.0877 0.94
164.0103 C6H2N3O3- 2 164.0102 0.52
164.0466 C7H6N3O2- 2 164.0466 0.06
165.0419 C6H5N4O2- 2 165.0418 0.31
171.0678 C9H7N4- 2 171.0676 1.05
172.0517 C9H6N3O- 2 172.0516 0.2
173.0595 C9H7N3O- 2 173.0595 0.06
174.0672 C9H8N3O- 2 174.0673 -0.43
175.0261 C7H3N4O2- 2 175.0261 -0.11
175.0514 C9H7N2O2- 3 175.0513 0.39
175.0748 C9H9N3O- 1 175.0751 -1.54
176.0335 C7H4N4O2- 1 176.034 -2.41
176.0465 C8H6N3O2- 2 176.0466 -0.45
176.0589 C9H8N2O2- 3 176.0591 -1.06
176.0826 C9H10N3O- 1 176.0829 -1.91
177.0419 C7H5N4O2- 2 177.0418 0.29
177.0667 C9H9N2O2- 2 177.067 -1.25
180.029 C6H4N4O3- 2 180.0289 0.4
182.021 C6H4N3O4- 1 182.0207 1.32
183.0235 C7H7N2O2S- 1 183.0234 0.59
186.0105 C6H6N2O3S- 2 186.0105 0.31
186.0544 C9H6N4O- 1 186.0547 -1.77
187.0625 C9H7N4O- 2 187.0625 0.03
187.124 C12H15N2- 1 187.1241 -0.39
188.0464 C9H6N3O2- 2 188.0466 -0.8
190.062 C9H8N3O2- 2 190.0622 -0.95
191.0211 C7H3N4O3- 2 191.0211 0.09
192.0291 C7H4N4O3- 2 192.0289 1.21
192.9949 C7H3N3O2S- 1 192.9951 -1.27
194.0029 C7H4N3O2S- 1 194.003 -0.16
194.9868 C7H3N2O3S- 1 194.987 -0.85
196.0187 C7H6N3O2S- 1 196.0186 0.15
197.0024 C7H5N2O3S- 1 197.0026 -1.25
199.0183 C7H7N2O3S- 1 199.0183 -0.13
200.9972 C6H5N2O4S- 1 200.9976 -1.9
202.0499 C9H6N4O2- 2 202.0496 1.37
203.0575 C9H7N4O2- 2 203.0574 0.1
204.0653 C9H8N4O2- 2 204.0653 0.13
204.0778 C10H10N3O2- 2 204.0779 -0.25
205.0363 C8H5N4O3- 1 205.0367 -2.11
211.0056 C7H5N3O3S- 1 211.0057 -0.52
212.0136 C7H6N3O3S- 1 212.0135 0.11
212.9976 C7H5N2O4S- 1 212.9976 0.23
220.0183 C9H6N3O2S- 1 220.0186 -1.28
221.0681 C9H9N4O3- 2 221.068 0.25
221.9979 C8H4N3O3S- 1 221.9979 0.07
222.0342 C9H8N3O2S- 1 222.0343 -0.28
223.0421 C9H9N3O2S- 1 223.0421 -0.07
224.0134 C8H6N3O3S- 1 224.0135 -0.83
224.05 C9H10N3O2S- 1 224.0499 0.58
225.0337 C9H9N2O3S- 1 225.0339 -1.05
226.9881 C6H3N4O4S- 1 226.988 0.4
227.0007 C7H5N3O4S- 1 227.0006 0.33
228.0084 C7H6N3O4S- 1 228.0085 -0.09
238.0291 C9H8N3O3S- 1 238.0292 -0.28
239.0375 C9H9N3O3S- 2 239.037 1.84
240.0081 C8H6N3O4S- 1 240.0085 -1.38
240.0448 C9H10N3O3S- 1 240.0448 -0.23
241.0037 C7H5N4O4S- 1 241.0037 0.21
244.0036 C7H6N3O5S- 2 244.0034 1.09
251.0249 C9H7N4O3S- 2 251.0244 2.01
255.9911 C7H4N4O5S- 2 255.9908 1.22
256.0399 C9H10N3O4S- 2 256.0398 0.58
258.0557 C9H12N3O4S- 2 258.0554 1.24
267.0193 C9H7N4O4S- 1 267.0193 -0.03
268.0273 C9H8N4O4S- 2 268.0272 0.36
272.0352 C9H10N3O5S- 2 272.0347 1.89
272.9934 C7H5N4O6S- 1 272.9935 -0.29
281.0352 C10H9N4O4S- 2 281.035 0.61
281.126 C12H17N4O4- 1 281.1255 1.68
283.0496 C10H11N4O4S- 1 283.0506 -3.57
299.0453 C10H11N4O5S- 1 299.0456 -0.92
309.0672 C12H13N4O4S- 1 309.0663 2.88
345.0867 C12H17N4O6S- 1 345.0874 -2.17
PK$NUM_PEAK: 212
PK$PEAK: m/z int. rel.int.
50.0035 109573.7 3
57.9935 126104.5 4
61.9706 3160146.1 101
63.0115 83600.5 2
63.9625 2029163.6 65
64.0193 887317.1 28
65.0145 3969298.6 127
65.9985 4153987.7 133
67.0302 343428.9 11
68.0142 722558 23
73.0295 386355.2 12
74.0037 150235.1 4
76.0192 321398.7 10
77.0145 1039039 33
77.9656 31077526.4 999
78.9733 1667812.6 53
79.9812 7619482.8 244
81.0219 97460.3 3
88.0067 160234.5 5
88.0192 135663.7 4
89.0145 3616671.6 116
89.9986 171366.7 5
90.0097 177981.7 5
90.0224 151809.8 4
90.035 90950.1 2
91.0302 1910729.6 61
92.0143 888964.7 28
93.0095 1493171.1 47
93.0458 171399.4 5
93.9604 154378.7 4
94.0298 621608 19
95.0142 78243.4 2
95.0251 369641.5 11
96.0091 519533.7 16
97.0408 225063.3 7
101.0147 73659.9 2
102.0098 944124.2 30
102.0224 167004 5
104.0255 80801.4 2
104.0381 159477.1 5
105.0094 677771 21
105.022 512322.5 16
105.0458 334820.8 10
106.0173 1968670.3 63
106.041 132139.7 4
107.0251 1771923.2 56
107.0377 117123.9 3
108.0331 945043.4 30
108.0456 173757.5 5
108.0567 119486.8 3
109.017 139698.7 4
109.0407 441262.7 14
115.0302 384041.3 12
116.0255 7782224.9 250
117.0095 445688.4 14
117.0334 86731.9 2
117.046 471559.8 15
118.0412 1559857.5 50
119.0251 2831769.5 91
120.0091 177190.5 5
120.0204 161366.2 5
120.0329 439429.4 14
120.0455 159607.1 5
120.0568 1900866.2 61
121.0408 2907093 93
122.0248 1014478.5 32
122.0486 541224.3 17
123.02 333705 10
123.0565 91671.6 2
124.0279 744954 23
129.0334 1402392.6 45
130.0171 176876.1 5
130.041 438333.1 14
131.0249 104003.7 3
131.0489 1801873.1 57
131.0615 304433 9
132.0202 133914.6 4
132.033 1999556.2 64
132.0567 406012.6 13
132.0693 174471.1 5
133.0284 1050891.3 33
133.0408 1188367.7 38
133.0773 197631.1 6
134.025 160201.6 5
134.0361 1479806.4 47
134.0485 525389.9 16
134.0614 611721.3 19
135.0203 1051936.3 33
135.0439 538819.1 17
135.0564 473093 15
136.0516 1414515.9 45
136.0641 165727.1 5
137.0357 497792.3 16
142.0409 353941.1 11
143.0614 448964.4 14
144.0202 468275.7 15
144.0567 498083.6 16
144.0693 588060.6 18
145.0282 929311.2 29
145.0406 524872 16
145.0647 149331.6 4
145.0771 334037.2 10
146.036 1737004.8 55
146.0486 861153 27
146.0596 139774.4 4
146.0724 830695.6 26
147.02 531499.9 17
147.0438 6414620.7 206
147.0562 1382919.9 44
148.0151 136237.5 4
148.028 1196230.4 38
148.0517 482429.2 15
149.0356 1267326.7 40
149.0721 350461.6 11
150.0308 824242.6 26
151.0388 411968.4 13
152.0228 973493.7 31
156.0567 527125.4 16
157.0519 388216.7 12
157.0645 1117264.2 35
158.036 589533.7 18
158.0485 153621.7 4
158.0721 785805.3 25
159.0313 97888.5 3
159.0437 347293.1 11
159.0567 602601.6 19
159.0799 331768.5 10
160.0393 195437 6
160.0518 1213380.2 39
160.0642 1197558.6 38
161.0357 546520.2 17
161.0593 162301 5
161.072 2074215.1 66
162.0309 1591097 51
163.0149 441435.1 14
163.0261 592138.6 19
163.0391 157764.2 5
163.0513 129353.5 4
163.0878 88224.5 2
164.0103 441632.9 14
164.0466 115649.9 3
165.0419 134469.1 4
171.0678 297844.3 9
172.0517 566287 18
173.0595 778390.7 25
174.0672 3768579.3 121
175.0261 355049.6 11
175.0514 714081 22
175.0748 359959 11
176.0335 394326.8 12
176.0465 325688.3 10
176.0589 105458.1 3
176.0826 174171.4 5
177.0419 793266.9 25
177.0667 179010.5 5
180.029 109716.5 3
182.021 917207.9 29
183.0235 345720.8 11
186.0105 836766 26
186.0544 349601 11
187.0625 544559 17
187.124 83696.5 2
188.0464 77587.8 2
190.062 392300.7 12
191.0211 727875.4 23
192.0291 1358720.4 43
192.9949 414323 13
194.0029 675156.3 21
194.9868 493452.2 15
196.0187 385665.9 12
197.0024 441328.1 14
199.0183 433162.2 13
200.9972 317091.6 10
202.0499 225494.9 7
203.0575 1245393.3 40
204.0653 581835.9 18
204.0778 123910.3 3
205.0363 154918.1 4
211.0056 1095829.6 35
212.0136 742480.8 23
212.9976 351906.3 11
220.0183 176386.5 5
221.0681 415337.7 13
221.9979 125891.1 4
222.0342 1067874.2 34
223.0421 1125154.4 36
224.0134 485171.4 15
224.05 91008.2 2
225.0337 142908 4
226.9881 1083894.1 34
227.0007 1086546.7 34
228.0084 1570947.1 50
238.0291 314529 10
239.0375 98629.2 3
240.0081 172184.3 5
240.0448 189908.9 6
241.0037 2669696.4 85
244.0036 911900.2 29
251.0249 653952.2 21
255.9911 137002 4
256.0399 160879.1 5
258.0557 151597.2 4
267.0193 1047486.6 33
268.0273 1279215.7 41
272.0352 104627.2 3
272.9934 821155.7 26
281.0352 98328.4 3
281.126 176373.9 5
283.0496 103207.2 3
299.0453 364757.2 11
309.0672 117131.6 3
345.0867 152875.1 4
//
