ACCESSION: MSBNK-Eawag-EQ309956
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 NEGATIVE
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$FOCUSED_ION: BASE_PEAK 345.0875
MS$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-9500000000-cc259e612b4beae0bb60
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 -0.03
61.9706 NOS- 1 61.9706 0.19
63.0114 C4HN- 1 63.0114 -0.6
63.9624 O2S- 1 63.9624 0.02
64.0068 C3N2- 1 64.0067 1.15
64.0193 C4H2N- 1 64.0193 0.43
65.0145 C3HN2- 1 65.0145 0.28
65.9985 C3NO- 1 65.9985 0.19
67.0302 C3H3N2- 1 67.0302 1.02
68.0142 C3H2NO- 1 68.0142 0.33
74.0036 C5N- 1 74.0036 0.1
76.0193 C5H2N- 1 76.0193 0.1
77.0146 C4HN2- 1 77.0145 1.28
77.9656 NO2S- 1 77.9655 0.61
78.9734 HNO2S- 1 78.9733 0.28
79.9812 H2NO2S- 1 79.9812 0.46
88.0069 C5N2- 1 88.0067 1.74
89.0146 C5HN2- 1 89.0145 0.43
89.9986 C5NO- 1 89.9985 0.59
90.0098 C4N3- 1 90.0098 0.44
90.0225 C5H2N2- 1 90.0223 1.15
90.035 C6H4N- 1 90.0349 0.75
91.0302 C5H3N2- 1 91.0302 0.09
92.0143 C5H2NO- 1 92.0142 1.44
92.0255 C4H2N3- 1 92.0254 0.64
93.0095 C4HN2O- 1 93.0094 0.58
93.0458 C5H5N2- 1 93.0458 0.09
93.9605 NO3S- 1 93.9604 0.56
94.0299 C5H4NO- 1 94.0298 0.45
95.0138 C5H3O2- 1 95.0139 -0.98
97.0407 C4H5N2O- 1 97.0407 -0.37
101.0147 C6HN2- 1 101.0145 1.27
102.0098 C5N3- 1 102.0098 0.58
103.0302 C6H3N2- 1 103.0302 -0.11
104.0254 C5H2N3- 1 104.0254 -0.58
104.038 C6H4N2- 1 104.038 0.32
105.0096 C5HN2O- 1 105.0094 1.46
105.0221 C6H3NO- 1 105.022 0.55
105.0333 C5H3N3- 1 105.0332 0.61
105.0458 C6H5N2- 1 105.0458 -0.3
106.0173 C5H2N2O- 1 106.0173 0.74
106.0298 C6H4NO- 1 106.0298 -0.16
106.0411 C5H4N3- 1 106.0411 -0.01
107.0252 C5H3N2O- 1 107.0251 0.78
107.0375 C6H5NO- 1 107.0377 -1.61
108.0329 C5H4N2O- 1 108.0329 -0.1
108.0456 C6H6NO- 1 108.0455 0.58
109.017 C5H3NO2- 1 109.0169 1.04
109.0408 C5H5N2O- 1 109.0407 0.31
114.0099 C6N3- 2 114.0098 1.14
115.0303 C7H3N2- 2 115.0302 1.38
116.0256 C6H2N3- 2 116.0254 1.2
117.0334 C6H3N3- 2 117.0332 1.4
117.046 C7H5N2- 2 117.0458 1.1
118.0298 C7H4NO- 1 118.0298 0.02
118.0412 C6H4N3- 2 118.0411 1.01
118.0664 C8H8N- 1 118.0662 1.75
119.0251 C6H3N2O- 1 119.0251 0.37
119.0614 C7H7N2- 1 119.0615 -1.02
120.009 C6H2NO2- 1 120.0091 -0.68
120.0207 C5H2N3O- 1 120.0203 2.79
120.0327 C6H4N2O- 1 120.0329 -2.01
120.0455 C7H6NO- 1 120.0455 -0.06
120.0568 C6H6N3- 1 120.0567 0.66
121.0408 C6H5N2O- 1 121.0407 0.44
122.0248 C6H4NO2- 1 122.0248 0.48
122.0487 C6H6N2O- 1 122.0486 1.05
123.0561 C6H7N2O- 1 123.0564 -2.17
129.0334 C7H3N3- 2 129.0332 1.04
130.0174 C7H2N2O- 2 130.0173 1.07
130.0284 C6H2N4- 1 130.0285 -0.65
130.041 C7H4N3- 1 130.0411 -0.85
130.0537 C8H6N2- 1 130.0536 0.02
131.0252 C7H3N2O- 2 131.0251 0.64
131.0489 C7H5N3- 1 131.0489 -0.2
131.0616 C8H7N2- 2 131.0615 0.9
132.033 C7H4N2O- 2 132.0329 0.9
132.0567 C7H6N3- 1 132.0567 -0.08
132.0693 C8H8N2- 2 132.0693 0.33
133.028 C6H3N3O- 1 133.0282 -0.98
133.0408 C7H5N2O- 2 133.0407 0.7
134.0248 C7H4NO2- 1 134.0248 -0.01
134.036 C6H4N3O- 1 134.036 -0.04
134.0488 C7H6N2O- 2 134.0486 1.71
134.0612 C8H8NO- 1 134.0611 0.39
135.02 C6H3N2O2- 2 135.02 0.36
135.0564 C7H7N2O- 1 135.0564 -0.05
136.0517 C6H6N3O- 2 136.0516 0.47
137.0356 C6H5N2O2- 1 137.0357 -0.15
142.041 C8H4N3- 1 142.0411 -0.57
143.0615 C9H7N2- 3 143.0615 -0.01
144.0205 C7H2N3O- 2 144.0203 0.94
144.0568 C8H6N3- 2 144.0567 0.41
145.0283 C7H3N3O- 2 145.0282 0.89
145.0406 C8H5N2O- 2 145.0407 -0.73
145.0772 C9H9N2- 2 145.0771 0.81
146.0361 C7H4N3O- 2 146.036 0.99
146.0487 C8H6N2O- 2 146.0486 0.61
146.0724 C8H8N3- 2 146.0724 -0.01
147.0201 C7H3N2O2- 2 147.02 0.88
147.0439 C7H5N3O- 2 147.0438 0.75
147.0566 C8H7N2O- 2 147.0564 1.66
148.0279 C7H4N2O2- 2 148.0278 0.57
148.0514 C7H6N3O- 1 148.0516 -1.86
149.0355 C7H5N2O2- 1 149.0357 -1.15
149.0716 H13N4O3S- 2 149.0714 1.51
156.0567 C9H6N3- 2 156.0567 -0.2
157.0644 C9H7N3- 1 157.0645 -0.61
158.0358 C8H4N3O- 1 158.036 -1.36
158.0485 C9H6N2O- 3 158.0486 -0.45
158.0722 C9H8N3- 1 158.0724 -1.21
159.0565 C9H7N2O- 3 159.0564 0.84
159.0795 C9H9N3- 1 159.0802 -4.63
160.0515 C8H6N3O- 1 160.0516 -0.72
160.0642 C9H8N2O- 3 160.0642 0.18
161.0231 C7H3N3O2- 2 161.0231 -0.03
161.0355 C8H5N2O2- 2 161.0357 -1.06
161.0722 C9H9N2O- 3 161.072 0.77
162.0309 C7H4N3O2- 2 162.0309 0.19
163.0149 C7H3N2O3- 2 163.0149 -0.22
169.0521 C9H5N4- 2 169.052 0.59
170.0597 C9H6N4- 2 170.0598 -0.73
172.0519 C9H6N3O- 2 172.0516 1.48
173.0593 C9H7N3O- 2 173.0595 -0.64
183.0233 C7H7N2O2S- 1 183.0234 -0.56
187.0625 C9H7N4O- 2 187.0625 0.03
188.0464 C9H6N3O2- 2 188.0466 -0.8
194.9872 C7H3N2O3S- 1 194.987 1.3
197.0028 C7H5N2O3S- 1 197.0026 0.93
202.0495 C9H6N4O2- 2 202.0496 -0.51
203.057 C9H7N4O2- 2 203.0574 -2.31
211.0056 C7H5N3O3S- 1 211.0057 -0.43
220.0186 C9H6N3O2S- 1 220.0186 0.09
222.0343 C9H8N3O2S- 1 222.0343 0
241.0042 C7H5N4O4S- 2 241.0037 2.08
267.0199 C9H7N4O4S- 2 267.0193 1.88
PK$NUM_PEAK: 137
PK$PEAK: m/z int. rel.int.
50.0035 69720.8 1
57.9935 89684 2
61.9706 7429438.8 211
63.0114 128433.6 3
63.9624 5340340.8 151
64.0068 499961.2 14
64.0193 1239715 35
65.0145 6430009.1 182
65.9985 6051824.1 172
67.0302 370588.8 10
68.0142 653869.4 18
74.0036 305758.9 8
76.0193 673741.3 19
77.0146 660344.6 18
77.9656 35115282.1 999
78.9734 1924604.4 54
79.9812 5793273.7 164
88.0069 182196.9 5
89.0146 6462560.9 183
89.9986 524036.8 14
90.0098 351368 9
90.0225 162638.8 4
90.035 190323.5 5
91.0302 1094415.4 31
92.0143 723383.6 20
92.0255 91217.8 2
93.0095 413891.9 11
93.0458 373584.6 10
93.9605 118447.8 3
94.0299 1068027.2 30
95.0138 141880.1 4
97.0407 146201.5 4
101.0147 101169.9 2
102.0098 359442 10
103.0302 104135.6 2
104.0254 85335.1 2
104.038 504323.5 14
105.0096 110960.4 3
105.0221 369138.1 10
105.0333 299782.9 8
105.0458 115446.4 3
106.0173 996479.7 28
106.0298 107924.9 3
106.0411 108498.9 3
107.0252 1051706.8 29
107.0375 110650.6 3
108.0329 136188.8 3
108.0456 143304.7 4
109.017 81078.6 2
109.0408 381473.1 10
114.0099 129941.6 3
115.0303 1553871.3 44
116.0256 3519535.2 100
117.0334 87133.3 2
117.046 739064.9 21
118.0298 150208.5 4
118.0412 708083.8 20
118.0664 129442.4 3
119.0251 2138301.9 60
119.0614 395788.1 11
120.009 299500.9 8
120.0207 100817.6 2
120.0327 69868.4 1
120.0455 143790 4
120.0568 631130.8 17
121.0408 2320347.5 66
122.0248 591986.4 16
122.0487 126861.2 3
123.0561 71608.6 2
129.0334 1039160.7 29
130.0174 275001 7
130.0284 99273.1 2
130.041 360113.2 10
130.0537 526692.8 14
131.0252 743222.5 21
131.0489 1428031.8 40
131.0616 187846.5 5
132.033 2398037.9 68
132.0567 174334.5 4
132.0693 374791 10
133.028 265872.9 7
133.0408 1707832.1 48
134.0248 459512.1 13
134.036 388143 11
134.0488 110796.5 3
134.0612 175619.6 4
135.02 458053.4 13
135.0564 165578.5 4
136.0517 331603 9
137.0356 173393 4
142.041 755071.1 21
143.0615 666336.3 18
144.0205 128711.4 3
144.0568 584732.8 16
145.0283 168386.4 4
145.0406 1228703.1 34
145.0772 159323.9 4
146.0361 769210.2 21
146.0487 906680.7 25
146.0724 134548.1 3
147.0201 715387 20
147.0439 2150127.8 61
147.0566 977554.5 27
148.0279 369163.6 10
148.0514 122840.7 3
149.0355 366613.8 10
149.0716 102725.5 2
156.0567 443219.5 12
157.0644 456654.7 12
158.0358 303383.3 8
158.0485 105449.6 2
158.0722 118816 3
159.0565 373998.1 10
159.0795 80206.9 2
160.0515 393817.6 11
160.0642 320830.2 9
161.0231 112762.1 3
161.0355 347717.4 9
161.0722 154886.7 4
162.0309 354139.1 10
163.0149 367250.9 10
169.0521 868011.1 24
170.0597 107887.1 3
172.0519 317787.2 9
173.0593 313918 8
183.0233 189652.9 5
187.0625 170770.5 4
188.0464 151698.7 4
194.9872 167185 4
197.0028 136877.3 3
202.0495 106213.6 3
203.057 109112.5 3
211.0056 93670.7 2
220.0186 417594.3 11
222.0343 998182.9 28
241.0042 91059 2
267.0199 379002.5 10
//
