ACCESSION: MSBNK-Eawag-EQ309903
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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: splash10-0002-2890000000-7289ff4223a2a5a67966
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 1.67
55.0178 C3H3O+ 1 55.0178 -0.2
56.0132 C2H2NO+ 1 56.0131 1.07
57.0335 C3H5O+ 1 57.0335 0.5
59.0491 C3H7O+ 1 59.0491 0.15
63.9851 H2NOS+ 1 63.9852 -0.49
64.0182 C4H2N+ 1 64.0182 0.07
65.0259 C4H3N+ 1 65.026 -0.78
66.0213 C3H2N2+ 1 66.0212 0.16
66.0337 C4H4N+ 1 66.0338 -2.51
67.0416 C4H5N+ 1 67.0417 -0.16
67.9893 C3O2+ 1 67.9893 0.58
68.0131 C3H2NO+ 1 68.0131 -0.44
68.0495 C4H6N+ 1 68.0495 0.65
69.0083 C2HN2O+ 1 69.0083 -0.86
69.0208 C3H3NO+ 1 69.0209 -1.52
70.0288 C3H4NO+ 1 70.0287 0.28
76.0179 C5H2N+ 1 76.0182 -3.1
77.0134 C4HN2+ 1 77.0134 -0.71
77.0259 C5H3N+ 1 77.026 -0.79
78.0212 C4H2N2+ 1 78.0212 -0.38
78.0337 C5H4N+ 1 78.0338 -1.99
79.0291 C4H3N2+ 1 79.0291 -0.18
79.0416 C5H5N+ 1 79.0417 -0.13
79.0542 C6H7+ 1 79.0542 -0.84
80.0131 C4H2NO+ 1 80.0131 0
80.0369 C4H4N2+ 1 80.0369 0.51
80.0494 C5H6N+ 1 80.0495 -0.32
81.0209 C4H3NO+ 1 81.0209 -0.68
82.0286 C4H4NO+ 1 82.0287 -1.1
84.0444 C4H6NO+ 1 84.0444 0
90.0212 C5H2N2+ 1 90.0212 0.01
91.0289 C5H3N2+ 1 91.0291 -2.03
91.0542 C7H7+ 1 91.0542 -0.29
92.013 C5H2NO+ 1 92.0131 -1.41
92.0369 C5H4N2+ 1 92.0369 0.44
92.0494 C6H6N+ 1 92.0495 -0.39
93.0209 C5H3NO+ 1 93.0209 0.05
93.0447 C5H5N2+ 1 93.0447 0.27
93.0572 C6H7N+ 1 93.0573 -1.3
93.0698 C7H9+ 1 93.0699 -0.93
94.0162 C4H2N2O+ 1 94.0162 0.17
94.0287 C5H4NO+ 1 94.0287 -0.43
94.0525 C5H6N2+ 1 94.0525 -0.74
95.024 C4H3N2O+ 1 95.024 0.32
95.0365 C5H5NO+ 1 95.0366 -0.48
103.0543 C8H7+ 1 103.0542 0.32
104.0495 C7H6N+ 1 104.0495 0.71
105.0208 C6H3NO+ 1 105.0209 -1.1
105.0448 C6H5N2+ 1 105.0447 0.81
105.0572 C7H7N+ 1 105.0573 -1.34
105.07 C8H9+ 1 105.0699 0.98
106.0289 C6H4NO+ 1 106.0287 1.51
106.0527 C6H6N2+ 1 106.0525 1.23
106.065 C7H8N+ 1 106.0651 -1.09
107.0239 C5H3N2O+ 1 107.024 -0.37
107.0602 C6H7N2+ 1 107.0604 -1.16
108.0076 C5H2NO2+ 1 108.008 -3.75
108.0317 C5H4N2O+ 1 108.0318 -0.96
109.0163 C5H3NO2+ 1 109.0158 4.41
109.0391 C5H5N2O+ 1 109.0396 -4.58
115.0537 C9H7+ 2 115.0542 -4.93
116.0491 C8H6N+ 2 116.0495 -3.5
117.0572 C8H7N+ 2 117.0573 -0.77
118.016 C6H2N2O+ 1 118.0162 -1.14
118.0398 C6H4N3+ 1 118.04 -1.22
118.0525 C7H6N2+ 1 118.0525 -0.17
118.0651 C8H8N+ 1 118.0651 -0.13
119.0241 C6H3N2O+ 1 119.024 0.6
120.0318 C6H4N2O+ 1 120.0318 -0.45
120.0555 C6H6N3+ 1 120.0556 -1.2
120.0808 C8H10N+ 1 120.0808 0.2
121.0396 C6H5N2O+ 1 121.0396 -0.74
121.0634 C6H7N3+ 1 121.0634 -0.48
122.0476 C6H6N2O+ 1 122.0475 0.7
123.0187 C5H3N2O2+ 1 123.0189 -1.41
124.0267 C5H4N2O2+ 1 124.0267 -0.15
130.0653 C9H8N+ 1 130.0651 1.03
131.0604 C8H7N2+ 2 131.0604 0.42
131.0729 C9H9N+ 2 131.073 -0.01
132.0319 C7H4N2O+ 2 132.0318 0.65
132.0808 C9H10N+ 1 132.0808 0.34
133.0396 C7H5N2O+ 1 133.0396 -0.22
133.0522 C8H7NO+ 2 133.0522 -0.11
134.035 C6H4N3O+ 2 134.0349 0.61
134.0474 C7H6N2O+ 1 134.0475 -0.7
134.0601 C8H8NO+ 1 134.06 0.45
135.0189 C6H3N2O2+ 1 135.0189 -0.1
135.0427 C6H5N3O+ 1 135.0427 -0.1
135.0553 C7H7N2O+ 1 135.0553 0.01
136.0268 C6H4N2O2+ 2 136.0267 0.67
136.076 C8H10NO+ 1 136.0757 2.06
137.0345 C6H5N2O2+ 1 137.0346 -0.25
143.0604 C9H7N2+ 3 143.0604 0.25
145.0397 C8H5N2O+ 3 145.0396 0.35
145.0761 C9H9N2+ 3 145.076 0.38
146.0477 C8H6N2O+ 2 146.0475 1.55
146.0597 CH12N3O3S+ 2 146.0594 2.13
148.014 C6H2N3O2+ 1 148.0142 -1.3
148.0269 C7H4N2O2+ 2 148.0267 1.16
148.0506 C7H6N3O+ 2 148.0505 0.35
148.0758 C9H10NO+ 2 148.0757 0.54
149.0221 C6H3N3O2+ 2 149.022 0.75
149.0346 C7H5N2O2+ 2 149.0346 0.44
149.0584 C7H7N3O+ 2 149.0584 0.18
150.0299 C6H4N3O2+ 2 150.0298 0.31
150.0422 C7H6N2O2+ 1 150.0424 -0.86
151.0503 C7H7N2O2+ 1 151.0502 0.7
152.0217 C6H4N2O3+ 2 152.0216 0.11
153.0297 C6H5N2O3+ 1 153.0295 1.32
159.0556 C9H7N2O+ 2 159.0553 1.64
160.0631 C9H8N2O+ 3 160.0631 -0.28
161.071 C9H9N2O+ 3 161.0709 0.19
163.0503 C8H7N2O2+ 3 163.0502 0.47
165.0167 C6H3N3O3+ 1 165.0169 -1.29
165.0291 C7H5N2O3+ 1 165.0295 -2.23
167.0452 C7H7N2O3+ 1 167.0451 0.61
167.0561 C6H7N4O2+ 1 167.0564 -1.63
170.0145 C6H6N2O2S+ 1 170.0144 0.12
171.0221 C6H7N2O2S+ 1 171.0223 -1.26
176.0819 C9H10N3O+ 2 176.0818 0.24
177.0659 C9H9N2O2+ 3 177.0659 0.2
178.0245 C7H4N3O3+ 1 178.0247 -1.39
179.0326 C7H5N3O3+ 2 179.0325 0.27
180.0403 C7H6N3O3+ 2 180.0404 -0.54
182.0197 C6H4N3O4+ 1 182.0196 0.1
184.0352 C6H6N3O4+ 1 184.0353 -0.23
185.0253 C6H7N3O2S+ 1 185.0253 -0.16
190.061 C9H8N3O2+ 2 190.0611 -0.59
194.9861 C7H3N2O3S+ 1 194.9859 0.93
196.0356 C7H6N3O4+ 1 196.0353 1.42
197.0015 C7H5N2O3S+ 1 197.0015 -0.05
197.0253 C7H7N3O2S+ 1 197.0253 -0.35
198.0145 C6H4N3O5+ 1 198.0145 -0.19
200.0125 C6H6N3O3S+ 2 200.0124 0.16
200.0302 C6H6N3O5+ 1 200.0302 -0.18
201.0202 C6H7N3O3S+ 2 201.0203 -0.17
206.0309 CH10N4O6S+ 1 206.0316 -3.23
211.0226 C7H5N3O5+ 1 211.0224 1.13
212.0123 C7H6N3O3S+ 1 212.0124 -0.61
213.0203 C7H7N3O3S+ 1 213.0203 0.08
214.0153 C6H6N4O3S+ 1 214.0155 -1.13
217.0153 C6H7N3O4S+ 2 217.0152 0.52
223.0409 C9H9N3O2S+ 1 223.041 -0.62
224.0489 C9H10N3O2S+ 1 224.0488 0.52
224.0664 C9H10N3O4+ 1 224.0666 -0.63
225.0565 C9H11N3O2S+ 1 225.0566 -0.66
227.0235 C7H7N4O3S+ 1 227.0233 0.85
227.9714 C6H2N3O5S+ 2 227.971 1.85
227.9949 C6H4N4O4S+ 1 227.9948 0.58
228.0073 C7H6N3O4S+ 1 228.0074 -0.36
230.0109 C8H8NO5S+ 2 230.0118 -3.78
230.0231 C7H8N3O4S+ 1 230.023 0.59
231.018 C6H7N4O4S+ 1 231.0183 -1.18
232.0023 C6H6N3O5S+ 2 232.0023 -0.08
240.0441 C9H10N3O3S+ 2 240.0437 1.55
240.0615 C9H10N3O5+ 1 240.0615 0.05
241.0513 C9H11N3O3S+ 1 241.0516 -1.05
241.9868 C7H4N3O5S+ 2 241.9866 0.67
242.0106 C7H6N4O4S+ 2 242.0104 0.59
243.0183 C7H7N4O4S+ 1 243.0183 0.11
244.9977 C6H5N4O5S+ 2 244.9975 0.83
245.9816 C6H4N3O6S+ 1 245.9815 0.19
247.0132 C6H7N4O5S+ 1 247.0132 0.01
255.0182 C8H7N4O4S+ 1 255.0183 -0.13
256.039 C9H10N3O4S+ 2 256.0387 1.35
259.0132 C7H7N4O5S+ 1 259.0132 0.09
263.0083 C6H7N4O6S+ 1 263.0081 0.79
269.0341 C9H9N4O4S+ 2 269.0339 0.81
270.042 C9H10N4O4S+ 2 270.0417 0.97
271.0495 C9H11N4O4S+ 1 271.0496 -0.3
287.0441 C9H11N4O5S+ 1 287.0445 -1.21
288.0285 C9H10N3O6S+ 1 288.0285 0.06
301.0604 C10H13N4O5S+ 2 301.0601 0.84
PK$NUM_PEAK: 178
PK$PEAK: m/z int. rel.int.
52.0183 831755.1 25
53.0023 1307969.8 40
53.9975 180017.7 5
55.0178 108323.7 3
56.0132 3927378.9 122
57.0335 958967 29
59.0491 156144.8 4
63.9851 1089791.2 33
64.0182 195066.8 6
65.0259 534605.1 16
66.0213 141292.3 4
66.0337 102600.1 3
67.0416 417568.7 12
67.9893 100013.9 3
68.0131 611711.7 19
68.0495 98482.7 3
69.0083 172206.3 5
69.0208 84926.6 2
70.0288 102853.3 3
76.0179 96943.2 3
77.0134 154693.7 4
77.0259 124648.7 3
78.0212 178101.4 5
78.0337 1614971.1 50
79.0291 681718.5 21
79.0416 407815.1 12
79.0542 121655.1 3
80.0131 533476.1 16
80.0369 227051 7
80.0494 487934 15
81.0209 128669 4
82.0286 227885.9 7
84.0444 686187.4 21
90.0212 108024.2 3
91.0289 199657.4 6
91.0542 539913.9 16
92.013 469800.3 14
92.0369 1827297.3 56
92.0494 215678.6 6
93.0209 957162.3 29
93.0447 783700 24
93.0572 142158.9 4
93.0698 96757.4 3
94.0162 161407.4 5
94.0287 483638.3 15
94.0525 330701.1 10
95.024 723757.1 22
95.0365 153154.1 4
103.0543 167123.5 5
104.0495 747999 23
105.0208 143250.9 4
105.0448 1510389 47
105.0572 237352.7 7
105.07 105144.2 3
106.0289 151410.4 4
106.0527 168271.3 5
106.065 172645.3 5
107.0239 444028.4 13
107.0602 138721.3 4
108.0076 134280.1 4
108.0317 204553.6 6
109.0163 140818.5 4
109.0391 108471.9 3
115.0537 134406.1 4
116.0491 297586.4 9
117.0572 3842416.4 119
118.016 213342.1 6
118.0398 142360.1 4
118.0525 481045.9 14
118.0651 521459.6 16
119.0241 1162623.5 36
120.0318 113516.9 3
120.0555 196596.6 6
120.0808 1140915.7 35
121.0396 908800 28
121.0634 149538.6 4
122.0476 165229.2 5
123.0187 208711.8 6
124.0267 104248.4 3
130.0653 234670 7
131.0604 1114139 34
131.0729 225203.7 7
132.0319 2297473.8 71
132.0808 3243886.6 100
133.0396 3498680.6 108
133.0522 589011.4 18
134.035 142614.9 4
134.0474 775339.3 24
134.0601 115163 3
135.0189 696519.2 21
135.0427 684137.1 21
135.0553 406883.5 12
136.0268 955357.7 29
136.076 167389.1 5
137.0345 550812 17
143.0604 389238.4 12
145.0397 6848135 213
145.0761 1019443.1 31
146.0477 140218.3 4
146.0597 100908.9 3
148.014 774141.9 24
148.0269 210046.3 6
148.0506 1091224.6 33
148.0758 2086763.2 64
149.0221 233167 7
149.0346 1703877.2 53
149.0584 106973.3 3
150.0299 570401.4 17
150.0422 189688.2 5
151.0503 378866.4 11
152.0217 509229.9 15
153.0297 127322.6 3
159.0556 713273.1 22
160.0631 383881.3 11
161.071 2148717.2 66
163.0503 434937.5 13
165.0167 571339.2 17
165.0291 167601.6 5
167.0452 832765 25
167.0561 185612.8 5
170.0145 1454803.3 45
171.0221 1584287 49
176.0819 195016.8 6
177.0659 2147028.4 66
178.0245 907836.7 28
178.0733 998741.6404 31
179.0326 871526.5 27
180.0403 397161.9 12
182.0197 1791962.6 55
184.0352 504600.8 15
185.0253 172038 5
190.061 148011.4 4
194.9861 526143.5 16
196.0356 394329.9 12
197.0015 183176.1 5
197.0253 1672209.5 52
198.0145 32103721.6 999
200.0125 397295.5 12
200.0302 730954.8 22
201.0202 1006996.9 31
206.0309 686766.3 21
211.0226 130341.3 4
212.0123 1037770.2 32
213.0203 6605071.9 205
214.0153 185289 5
217.0153 3353174.2 104
223.0409 274577.9 8
224.0489 633812.5 19
224.0664 756512 23
225.0565 1612107.4 50
227.0235 140321.5 4
227.9714 689661.2 21
227.9949 494389.9 15
228.0073 5071783 157
230.0109 363158.8 11
230.0231 718164.9 22
231.018 780310.9 24
232.0023 2365059.7 73
240.0441 940101.6 29
240.0615 14408878 448
241.0513 1079615 33
241.9868 232372.8 7
242.0106 1560783.4 48
243.0183 9122168.2 283
244.9977 2762887.7 85
245.9816 17071964.8 531
246.0041 2036423.362 63
247.0132 3225665.7 100
255.0182 389947.8 12
256.039 742013.7 23
259.0132 9612973.8 299
263.0083 3472577.6 108
269.0341 2028350.4 63
270.042 492786.3 15
271.0495 3145170.7 97
287.0441 177595.1 5
288.0285 4427683.6 137
301.0604 1781979 55
//
