ACCESSION: MSBNK-Eawag-EQ309955
RECORD_TITLE: Oryzalin; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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-9800000000-733cdacd361a98ce3ee1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
57.9934 CNO2- 1 57.9935 -0.2
61.9706 NOS- 1 61.9706 -0.13
63.0115 C4HN- 1 63.0114 0.36
63.9625 O2S- 1 63.9624 0.17
64.0067 C3N2- 1 64.0067 -0.1
64.0193 C4H2N- 1 64.0193 -0.04
65.0145 C3HN2- 1 65.0145 0.13
65.9985 C3NO- 1 65.9985 0.04
67.0302 C3H3N2- 1 67.0302 0.57
68.0143 C3H2NO- 1 68.0142 0.92
73.0296 C3H5O2- 1 73.0295 1.19
74.0038 C5N- 1 74.0036 2.26
76.0193 C5H2N- 1 76.0193 0.75
77.0145 C4HN2- 1 77.0145 0.11
77.9656 NO2S- 1 77.9655 0.48
78.9733 HNO2S- 1 78.9733 0.03
79.9812 H2NO2S- 1 79.9812 0.21
81.022 C4H3NO- 1 81.022 -0.03
88.0067 C5N2- 1 88.0067 0.04
88.0192 C6H2N- 1 88.0193 -0.71
89.0146 C5HN2- 1 89.0145 0.43
89.9985 C5NO- 1 89.9985 0.03
90.0098 C4N3- 1 90.0098 0.33
90.0223 C5H2N2- 1 90.0223 -0.18
90.035 C6H4N- 1 90.0349 0.41
91.0302 C5H3N2- 1 91.0302 -0.02
92.0142 C5H2NO- 1 92.0142 0.36
92.0254 C4H2N3- 1 92.0254 0.21
93.0094 C4HN2O- 1 93.0094 -0.07
93.0459 C5H5N2- 1 93.0458 0.95
93.9605 NO3S- 1 93.9604 0.99
94.0299 C5H4NO- 1 94.0298 0.67
95.0139 C5H3O2- 1 95.0139 0.71
96.0091 C4H2NO2- 1 96.0091 -0.54
97.0407 C4H5N2O- 1 97.0407 -0.27
102.0098 C5N3- 1 102.0098 -0.1
102.0223 C6H2N2- 1 102.0223 -0.26
103.0304 C6H3N2- 2 103.0302 2.51
104.038 C6H4N2- 1 104.038 -0.16
105.0094 C5HN2O- 1 105.0094 -0.63
105.022 C6H3NO- 1 105.022 0.17
105.0333 C5H3N3- 1 105.0332 0.23
105.046 C6H5N2- 1 105.0458 1.32
106.0174 C5H2N2O- 1 106.0173 0.93
106.0298 C6H4NO- 1 106.0298 -0.16
106.0412 C5H4N3- 1 106.0411 1.31
107.0252 C5H3N2O- 1 107.0251 1.25
107.0377 C6H5NO- 1 107.0377 0.63
108.0329 C5H4N2O- 1 108.0329 -0.01
108.0455 C6H6NO- 1 108.0455 0.49
108.0567 C5H6N3- 1 108.0567 -0.38
109.0409 C5H5N2O- 1 109.0407 1.78
114.0099 C6N3- 1 114.0098 0.96
115.0303 C7H3N2- 2 115.0302 1.46
116.0255 C6H2N3- 2 116.0254 1.03
117.0095 C6HN2O- 1 117.0094 0.54
117.0336 C6H3N3- 2 117.0332 2.86
117.046 C7H5N2- 2 117.0458 1.35
118.0301 C7H4NO- 1 118.0298 1.97
118.0412 C6H4N3- 2 118.0411 0.93
118.0665 C8H8N- 1 118.0662 2.35
119.0251 C6H3N2O- 1 119.0251 0.12
119.0615 C7H7N2- 1 119.0615 0.66
120.0091 C6H2NO2- 1 120.0091 -0.1
120.0205 C5H2N3O- 1 120.0203 1.54
120.0329 C6H4N2O- 1 120.0329 -0.34
120.0451 C7H6NO- 1 120.0455 -2.89
120.0568 C6H6N3- 1 120.0567 0.58
121.0408 C6H5N2O- 1 121.0407 0.44
122.0248 C6H4NO2- 1 122.0248 0.72
122.0486 C6H6N2O- 1 122.0486 0.56
124.0275 C5H4N2O2- 1 124.0278 -3.03
129.0333 C7H3N3- 2 129.0332 0.65
130.0171 C7H2N2O- 1 130.0173 -1.24
130.0409 C7H4N3- 1 130.0411 -1.08
130.0535 C8H6N2- 2 130.0536 -1.36
131.025 C7H3N2O- 1 131.0251 -0.28
131.0489 C7H5N3- 2 131.0489 0.41
131.0616 C8H7N2- 2 131.0615 0.9
132.0202 C6H2N3O- 1 132.0203 -0.72
132.033 C7H4N2O- 2 132.0329 0.75
132.0563 C7H6N3- 1 132.0567 -3.19
132.0693 C8H8N2- 2 132.0693 -0.13
133.0284 C6H3N3O- 2 133.0282 1.73
133.0408 C7H5N2O- 2 133.0407 0.63
133.077 C8H9N2- 2 133.0771 -0.77
134.0249 C7H4NO2- 1 134.0248 1.25
134.036 C6H4N3O- 2 134.036 0.41
134.0487 C7H6N2O- 2 134.0486 0.74
134.0615 C8H8NO- 1 134.0611 2.48
135.0202 C6H3N2O2- 2 135.02 1.33
135.0565 C7H7N2O- 1 135.0564 0.54
136.0517 C6H6N3O- 2 136.0516 0.55
136.0639 C7H8N2O- 1 136.0642 -2.58
137.0356 C6H5N2O2- 1 137.0357 -0.3
142.0412 C8H4N3- 2 142.0411 1.05
143.0615 C9H7N2- 3 143.0615 0.27
144.0202 C7H2N3O- 1 144.0203 -0.87
144.0565 C8H6N3- 1 144.0567 -1.53
144.0693 C9H8N2- 3 144.0693 0.02
145.0278 C7H3N3O- 1 145.0282 -2.69
145.0408 C8H5N2O- 3 145.0407 0.37
145.0644 C8H7N3- 1 145.0645 -1.28
145.0771 C9H9N2- 2 145.0771 -0.29
146.0361 C7H4N3O- 2 146.036 0.92
146.0487 C8H6N2O- 2 146.0486 1.22
146.0724 C8H8N3- 2 146.0724 0.34
147.0199 C7H3N2O2- 1 147.02 -0.89
147.0438 C7H5N3O- 2 147.0438 0.2
147.0564 C8H7N2O- 3 147.0564 -0.04
148.0278 C7H4N2O2- 1 148.0278 -0.38
148.0517 C7H6N3O- 2 148.0516 0.37
149.0356 C7H5N2O2- 2 149.0357 -0.27
150.0309 C6H4N3O2- 2 150.0309 -0.2
152.0231 C6H4N2O3- 2 152.0227 2.1
156.0569 C9H6N3- 2 156.0567 1.02
157.0519 C8H5N4- 2 157.052 -0.44
157.0645 C9H7N3- 2 157.0645 -0.29
158.036 C8H4N3O- 2 158.036 0.03
158.0486 C9H6N2O- 3 158.0486 0.37
158.0723 C9H8N3- 2 158.0724 -0.38
159.0437 C8H5N3O- 1 159.0438 -0.95
159.0565 C9H7N2O- 3 159.0564 0.4
159.0804 C9H9N3- 2 159.0802 1.41
160.0393 C7H4N4O- 2 160.0391 1.19
160.0516 C8H6N3O- 2 160.0516 -0.47
160.0643 C9H8N2O- 3 160.0642 0.43
161.0231 C7H3N3O2- 2 161.0231 -0.03
161.0355 C8H5N2O2- 2 161.0357 -0.75
161.0596 C8H7N3O- 2 161.0595 0.62
161.072 C9H9N2O- 3 161.072 -0.1
162.0311 C7H4N3O2- 2 162.0309 1.42
163.015 C7H3N2O3- 2 163.0149 0.27
163.0259 C6H3N4O2- 1 163.0261 -1.71
163.0515 C8H7N2O2- 2 163.0513 1.1
165.9844 C6H2N2O2S- 1 165.9842 0.68
169.0518 C9H5N4- 1 169.052 -1.12
170.0595 C9H6N4- 1 170.0598 -1.91
171.0678 C9H7N4- 2 171.0676 1.05
172.0517 C9H6N3O- 2 172.0516 0.2
173.0596 C9H7N3O- 2 173.0595 0.86
174.0674 C9H8N3O- 2 174.0673 0.37
175.0262 C7H3N4O2- 2 175.0261 0.29
175.0511 C9H7N2O2- 3 175.0513 -0.92
175.0758 C9H9N3O- 3 175.0751 4.11
176.0466 C8H6N3O2- 2 176.0466 0.23
177.0415 C7H5N4O2- 1 177.0418 -1.58
182.0209 C6H4N3O4- 1 182.0207 0.99
183.0231 C7H7N2O2S- 1 183.0234 -1.21
186.0102 C6H6N2O3S- 2 186.0105 -1.25
187.0622 C9H7N4O- 1 187.0625 -1.95
188.0467 C9H6N3O2- 2 188.0466 0.69
190.0623 C9H8N3O2- 2 190.0622 0.53
191.0213 C7H3N4O3- 2 191.0211 1.13
192.029 C7H4N4O3- 2 192.0289 0.79
192.995 C7H3N3O2S- 1 192.9951 -0.76
194.0032 C7H4N3O2S- 1 194.003 0.92
194.987 C7H3N2O3S- 1 194.987 0.02
196.0185 C7H6N3O2S- 1 196.0186 -0.52
197.0028 C7H5N2O3S- 1 197.0026 1.08
199.0185 C7H7N2O3S- 1 199.0183 1.12
202.0498 C9H6N4O2- 2 202.0496 1.12
203.0574 C9H7N4O2- 2 203.0574 0
204.0654 C9H8N4O2- 2 204.0653 0.86
207.0111 C8H5N3O2S- 2 207.0108 1.57
211.0055 C7H5N3O3S- 1 211.0057 -0.86
212.0138 C7H6N3O3S- 1 212.0135 1.2
212.9978 C7H5N2O4S- 1 212.9976 1.36
220.0182 C9H6N3O2S- 1 220.0186 -1.78
221.9974 C8H4N3O3S- 1 221.9979 -2.28
222.0342 C9H8N3O2S- 1 222.0343 -0.14
223.0418 C9H9N3O2S- 1 223.0421 -1.33
224.0134 C8H6N3O3S- 1 224.0135 -0.43
226.9884 C6H3N4O4S- 2 226.988 1.46
227.0002 C7H5N3O4S- 1 227.0006 -1.7
228.0085 C7H6N3O4S- 1 228.0085 0
241.0039 C7H5N4O4S- 2 241.0037 0.83
244.0032 C7H6N3O5S- 1 244.0034 -0.51
251.0249 C9H7N4O3S- 2 251.0244 1.89
267.0194 C9H7N4O4S- 2 267.0193 0.26
272.9936 C7H5N4O6S- 1 272.9935 0.41
PK$NUM_PEAK: 181
PK$PEAK: m/z int. rel.int.
57.9934 143914.6 4
61.9706 5427322.4 158
63.0115 88008.7 2
63.9625 3614029.6 105
64.0067 333065.7 9
64.0193 869770.3 25
65.0145 6601660.4 192
65.9985 4991578.4 145
67.0302 169427.9 4
68.0143 522595.8 15
73.0296 109513 3
74.0038 139630 4
76.0193 425230.8 12
77.0145 999423.8 29
77.9656 34221299.2 999
78.9733 1749360.9 51
79.9812 7113881.7 207
81.022 76660.3 2
88.0067 181169.7 5
88.0192 125233.9 3
89.0146 5713405.1 166
89.9985 437764.7 12
90.0098 325256.6 9
90.0223 131543.7 3
90.035 137186.2 4
91.0302 1758799.5 51
92.0142 1256605.5 36
92.0254 134540 3
93.0094 919712.5 26
93.0459 325933 9
93.9605 183640.9 5
94.0299 938120.7 27
95.0139 92340.1 2
96.0091 361402.1 10
97.0407 161324.9 4
102.0098 628048.7 18
102.0223 180816 5
103.0304 131863.3 3
104.038 176325.9 5
105.0094 370391 10
105.022 461122.3 13
105.0333 419140.6 12
105.046 367196.2 10
106.0174 1506201.6 43
106.0298 121238.6 3
106.0412 95488.7 2
107.0252 1409956.8 41
107.0377 98336.2 2
108.0329 337991.9 9
108.0455 150702.9 4
108.0567 117369.9 3
109.0409 558416.2 16
114.0099 402484.6 11
115.0303 978658.3 28
116.0255 5996192.9 175
117.0095 108436.8 3
117.0336 159157.5 4
117.046 545944 15
118.0301 194409.7 5
118.0412 1164369.3 33
118.0665 79905.8 2
119.0251 2821039.5 82
119.0615 144010.8 4
120.0091 346655.6 10
120.0205 160372.6 4
120.0329 331129.3 9
120.0451 91803.8 2
120.0568 960536 28
121.0408 3354770.5 97
122.0248 1165307.8 34
122.0486 349229.6 10
124.0275 108995.9 3
129.0333 1020949.8 29
130.0171 123283.8 3
130.0409 177092.2 5
130.0535 338688.8 9
131.025 375208.1 10
131.0489 1988535.4 58
131.0616 322276.5 9
132.0202 386228.9 11
132.033 2352784.7 68
132.0563 232687.3 6
132.0693 191456.7 5
133.0284 722907.9 21
133.0408 1926343.2 56
133.077 161381.1 4
134.0249 168459 4
134.036 1022246.5 29
134.0487 152580.4 4
134.0615 224195.7 6
135.0202 804415.3 23
135.0565 442714.3 12
136.0517 868805.8 25
136.0639 104550.6 3
137.0356 173841.6 5
142.0412 698269.2 20
143.0615 790567.8 23
144.0202 162262.3 4
144.0565 597773.3 17
144.0693 183652.5 5
145.0278 555731.2 16
145.0408 1009626.9 29
145.0644 82266.3 2
145.0771 405724.2 11
146.0361 1286121.9 37
146.0487 979917.3 28
146.0724 597552 17
147.0199 645562.6 18
147.0438 4455400.1 130
147.0564 1420383 41
148.0278 856806 25
148.0517 299976.8 8
149.0356 1000193 29
150.0309 128416.8 3
152.0231 136426.3 3
156.0569 917194.8 26
157.0519 114718.7 3
157.0645 771771.8 22
158.036 376290.4 10
158.0486 317223.6 9
158.0723 319317.7 9
159.0437 194073.3 5
159.0565 756271.3 22
159.0804 125917 3
160.0393 318097.8 9
160.0516 1146984.4 33
160.0643 1021274.8 29
161.0231 140677 4
161.0355 330598.9 9
161.0596 89855.6 2
161.072 800535.9 23
162.0311 929434.6 27
163.015 462247.1 13
163.0259 91210.8 2
163.0515 172076.8 5
165.9844 69943.7 2
169.0518 757217 22
170.0595 117494.6 3
171.0678 89609.7 2
172.0517 183931.4 5
173.0596 420926.5 12
174.0674 976373.3 28
175.0262 99272.3 2
175.0511 414887.6 12
175.0758 91121.9 2
176.0466 319148.8 9
177.0415 346346.9 10
182.0209 131226.8 3
183.0231 348459.2 10
186.0102 352170.7 10
187.0622 666424.3 19
188.0467 305874.6 8
190.0623 149754.3 4
191.0213 142067.3 4
192.029 197575.6 5
192.995 174000.3 5
194.0032 386392.7 11
194.987 339922.7 9
196.0185 128951.5 3
197.0028 459341.2 13
199.0185 194239.2 5
202.0498 442536.9 12
203.0574 173821.7 5
204.0654 112709 3
207.0111 105588.7 3
211.0055 408606.2 11
212.0138 400762.4 11
212.9978 155241.5 4
220.0182 377902.6 11
221.9974 93183.7 2
222.0342 1479631.5 43
223.0418 147896 4
224.0134 88362.6 2
226.9884 150023 4
227.0002 180316.7 5
228.0085 853537.8 24
241.0039 512098.6 14
244.0032 180597.1 5
251.0249 368583.6 10
267.0194 1048203.9 30
272.9936 183318.7 5
//
