ACCESSION: MSBNK-Eawag-EQ316705
RECORD_TITLE: Flumioxazin; LC-ESI-QFT; MS2; CE: 75; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Huntscha S, 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 3167
CH$NAME: Flumioxazin
CH$NAME: 2-(7-fluoranyl-3-oxidanylidene-4-prop-2-ynyl-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydroisoindole-1,3-dione
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C19H15FN2O4
CH$EXACT_MASS: 354.10159
CH$SMILES: O=C3\C4=C(/C(=O)N3c2c(F)cc1OCC(=O)N(c1c2)CC#C)CCCC4
CH$IUPAC: InChI=1S/C19H15FN2O4/c1-2-7-21-15-9-14(13(20)8-16(15)26-10-17(21)23)22-18(24)11-5-3-4-6-12(11)19(22)25/h1,8-9H,3-7,10H2
CH$LINK: CAS
103361-09-7
CH$LINK: KEGG
C11035
CH$LINK: PUBCHEM
CID:92425
CH$LINK: INCHIKEY
FOUWCSDKDDHKQP-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
83443
CH$LINK: COMPTOX
DTXSID7032555
AC$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 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$CHROMATOGRAPHY: RETENTION_TIME 9.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 355.1088
MS$FOCUSED_ION: PRECURSOR_M/Z 355.1089
MS$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$SPLASH: splash10-056s-2950000000-02b76ac5ce474ced3c25
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
51.0232 C4H3+ 1 51.0229 4.97
53.0388 C4H5+ 1 53.0386 4.21
65.0387 C5H5+ 1 65.0386 1.74
66.0465 C5H6+ 1 66.0464 2.1
67.0179 C4H3O+ 1 67.0178 1.18
67.0417 C4H5N+ 1 67.0417 0.89
67.0543 C5H7+ 1 67.0542 0.5
68.0257 C4H4O+ 1 68.0257 0.64
68.0495 C4H6N+ 1 68.0495 0.51
69.0335 C4H5O+ 1 69.0335 0.13
75.0228 C6H3+ 1 75.0229 -1.69
76.0181 C5H2N+ 1 76.0182 -1.39
77.0385 C6H5+ 1 77.0386 -0.47
78.0338 C5H4N+ 1 78.0338 -0.46
78.0464 C6H6+ 1 78.0464 -0.02
79.0542 C6H7+ 1 79.0542 -0.34
80.0495 C5H6N+ 1 80.0495 -0.2
80.062 C6H8+ 1 80.0621 -0.52
81.0335 C5H5O+ 1 81.0335 -0.26
81.0699 C6H9+ 1 81.0699 -0.21
83.0292 C5H4F+ 1 83.0292 0.54
89.0386 C7H5+ 1 89.0386 0.49
91.0542 C7H7+ 1 91.0542 -0.29
92.0495 C6H6N+ 1 92.0495 0.7
93.0571 C6H7N+ 1 93.0573 -1.94
95.0491 C6H7O+ 1 95.0491 -0.22
96.0245 C5H3FN+ 1 96.0244 1.11
96.0444 C5H6NO+ 1 96.0444 0
97.0448 C6H6F+ 1 97.0448 0.36
97.0649 C6H9O+ 1 97.0648 0.6
99.0605 C6H8F+ 1 99.0605 0.05
101.0386 C8H5+ 1 101.0386 -0.07
102.0336 C7H4N+ 1 102.0338 -2.21
103.0542 C8H7+ 1 103.0542 -0.26
104.0494 C7H6N+ 1 104.0495 -0.34
105.0336 C7H5O+ 1 105.0335 1.13
105.0447 C6H5N2+ 1 105.0447 -0.33
106.0287 C6H4NO+ 1 106.0287 -0.19
106.065 C7H8N+ 1 106.0651 -1.18
107.0292 C7H4F+ 1 107.0292 0.14
107.0491 C7H7O+ 1 107.0491 -0.01
108.0243 C6H3FN+ 1 108.0244 -0.5
108.0368 C7H5F+ 1 108.037 -1.66
108.057 C7H8O+ 1 108.057 0.13
109.0447 C7H6F+ 1 109.0448 -0.59
109.0651 C7H9O+ 1 109.0648 2.92
110.0401 C6H5FN+ 1 110.0401 0.42
111.0242 C6H4FO+ 1 111.0241 1.36
115.0542 C9H7+ 1 115.0542 -0.14
116.0496 C8H6N+ 1 116.0495 0.9
117.0571 C8H7N+ 1 117.0573 -1.8
118.0286 C7H4NO+ 1 118.0287 -1.19
118.0649 C8H8N+ 1 118.0651 -2
119.0492 C8H7O+ 1 119.0491 0.58
120.0369 C8H5F+ 1 120.037 -0.91
121.0448 C8H6F+ 1 121.0448 -0.37
122.04 C7H5FN+ 1 122.0401 -0.52
123.0239 C7H4FO+ 1 123.0241 -1.62
123.0353 C6H4FN2+ 1 123.0353 -0.27
124.0193 C6H3FNO+ 1 124.0193 0.09
124.0555 C7H7FN+ 1 124.0557 -1.24
126.0346 C6H5FNO+ 1 126.035 -2.69
127.0554 C7H8FO+ 1 127.0554 0.63
128.0494 C9H6N+ 1 128.0495 -0.28
129.0446 C8H5N2+ 1 129.0447 -0.66
130.065 C9H8N+ 1 130.0651 -1.2
132.0444 C8H6NO+ 1 132.0444 -0.15
133.0449 C9H6F+ 1 133.0448 0.72
134.0235 C7H4NO2+ 1 134.0237 -1.23
134.04 C8H5FN+ 1 134.0401 -0.63
134.06 C8H8NO+ 1 134.06 -0.52
135.0239 C8H4FO+ 1 135.0241 -0.96
135.043 C6H5N3O+ 1 135.0427 1.98
135.0482 C8H6FN+ 1 135.0479 2.75
136.0192 C7H3FNO+ 1 136.0193 -0.58
136.0318 C8H5FO+ 1 136.0319 -0.91
136.0559 C8H7FN+ 1 136.0557 1.59
137.0269 C7H4FNO+ 1 137.0271 -2.07
138.0349 C7H5FNO+ 1 138.035 -0.57
139.0542 C11H7+ 1 139.0542 -0.26
140.0495 C10H6N+ 1 140.0495 0.32
141.0448 C9H5N2+ 1 141.0447 0.39
141.0571 C10H7N+ 1 141.0573 -1.35
141.0696 C11H9+ 1 141.0699 -2.03
142.0525 C9H6N2+ 1 142.0525 -0.49
142.0654 C10H8N+ 1 142.0651 2.21
143.0602 C9H7N2+ 1 143.0604 -1.43
144.0443 C9H6NO+ 1 144.0444 -0.97
146.04 C9H5FN+ 1 146.0401 -0.23
146.0528 C10H7F+ 1 146.0526 0.96
146.0599 C9H8NO+ 1 146.06 -0.69
147.0354 C8H4FN2+ 1 147.0353 0.8
147.0481 C9H6FN+ 1 147.0479 1.3
148.0556 C9H7FN+ 1 148.0557 -0.57
149.0397 C9H6FO+ 1 149.0397 0.2
149.0508 C8H6FN2+ 1 149.051 -0.76
149.0635 C9H8FN+ 1 149.0635 -0.33
150.0349 C8H5FNO+ 1 150.035 -0.32
151.0303 C7H4FN2O+ 1 151.0302 0.48
151.0425 C8H6FNO+ 1 151.0428 -2.14
152.0141 C7H3FNO2+ 1 152.0142 -0.61
152.0384 C7H5FN2O+ 1 152.038 2.15
152.0505 C8H7FNO+ 1 152.0506 -0.91
153.0456 C7H6FN2O+ 1 153.0459 -2.01
153.0573 C11H7N+ 1 153.0573 0.19
153.0698 C12H9+ 1 153.0699 -0.37
154.0298 C7H5FNO2+ 1 154.0299 -0.47
154.0398 C9H4N3+ 1 154.04 -0.87
154.065 C11H8N+ 1 154.0651 -0.88
155.0602 C10H7N2+ 1 155.0604 -0.87
155.0729 C11H9N+ 1 155.073 -0.13
156.0443 C10H6NO+ 1 156.0444 -0.64
156.0681 C10H8N2+ 1 156.0682 -0.51
156.0807 C11H10N+ 1 156.0808 -0.61
157.0521 C10H7NO+ 1 157.0522 -0.67
157.076 C10H9N2+ 1 157.076 -0.22
158.0399 C10H5FN+ 1 158.0401 -0.97
158.06 C10H8NO+ 1 158.06 0.06
159.0482 C10H6FN+ 1 159.0479 1.96
159.0606 C11H8F+ 1 159.0605 1.04
160.0434 C9H5FN2+ 1 160.0431 1.89
160.0557 C10H7FN+ 1 160.0557 0.04
161.0514 C9H6FN2+ 1 161.051 2.59
161.0636 C10H8FN+ 1 161.0635 0.32
162.0349 C9H5FNO+ 1 162.035 -0.48
162.0586 C9H7FN2+ 1 162.0588 -0.91
162.0711 C10H9FN+ 1 162.0714 -1.51
163.0302 C8H4FN2O+ 1 163.0302 -0.11
163.0425 C9H6FNO+ 1 163.0428 -1.92
163.0663 C9H8FN2+ 1 163.0666 -1.61
164.0504 C9H7FNO+ 1 164.0506 -1.58
165.0457 C8H6FN2O+ 1 165.0459 -0.71
165.0697 C13H9+ 1 165.0699 -1.31
166.0297 C8H5FNO2+ 1 166.0299 -0.86
166.0657 C9H9FNO+ 2 166.0663 -3.66
167.0729 C12H9N+ 1 167.073 -0.42
168.0448 C11H6NO+ 2 168.0444 2.38
168.0807 C12H10N+ 1 168.0808 -0.63
169.0648 C12H9O+ 1 169.0648 -0.07
169.0755 C11H9N2+ 1 169.076 -2.99
170.0598 C11H8NO+ 1 170.06 -1.3
171.0355 C10H4FN2+ 1 171.0353 1.09
171.0483 C11H6FN+ 1 171.0479 2.75
171.0547 C10H7N2O+ 1 171.0553 -3.5
172.0558 C11H7FN+ 1 172.0557 0.56
173.0512 C10H6FN2+ 1 173.051 1.14
173.0633 C11H8FN+ 1 173.0635 -1.32
174.0351 C10H5FNO+ 1 174.035 0.58
174.0545 C10H8NO2+ 1 174.055 -2.44
174.0591 C10H7FN2+ 1 174.0588 1.56
174.071 C11H9FN+ 1 174.0714 -1.8
175.0428 C10H6FNO+ 1 175.0428 0.21
175.0665 C10H8FN2+ 1 175.0666 -0.82
176.0379 C9H5FN2O+ 1 176.038 -0.7
176.0505 C10H7FNO+ 1 176.0506 -0.62
177.046 C9H6FN2O+ 1 177.0459 0.47
177.0581 C10H8FNO+ 2 177.0584 -1.71
178.0297 C9H5FNO2+ 1 178.0299 -1.25
178.0533 C9H7FN2O+ 2 178.0537 -1.92
178.0654 C13H8N+ 2 178.0651 1.77
179.025 C8H4FN2O2+ 1 179.0251 -0.51
179.0607 C9H8FN2O+ 2 179.0615 -4.51
180.0451 C9H7FNO2+ 2 180.0455 -2.68
180.0681 C12H8N2+ 1 180.0682 -0.72
180.0806 C13H10N+ 1 180.0808 -1.14
181.0759 C12H9N2+ 1 181.076 -0.47
181.0881 C13H11N+ 1 181.0886 -2.93
182.06 C12H8NO+ 1 182.06 -0.11
182.0836 C12H10N2+ 1 182.0838 -1.15
182.0964 C13H12N+ 1 182.0964 -0.2
183.0553 C11H7N2O+ 1 183.0553 -0.21
183.068 C12H9NO+ 1 183.0679 0.79
184.0392 C11H6NO2+ 1 184.0393 -0.84
184.0557 C12H7FN+ 1 184.0557 0.09
184.0757 C12H10NO+ 1 184.0757 0
185.0634 C12H8FN+ 1 185.0635 -0.48
185.0706 C11H9N2O+ 1 185.0709 -1.78
186.0589 C11H7FN2+ 1 186.0588 0.82
186.0715 C12H9FN+ 1 186.0714 0.73
187.0664 C11H8FN2+ 1 187.0666 -0.87
187.079 C12H10FN+ 1 187.0792 -0.96
188.0506 C11H7FNO+ 1 188.0506 0.01
188.0871 C12H11FN+ 1 188.087 0.67
189.0458 C10H6FN2O+ 1 189.0459 -0.25
189.0588 C11H8FNO+ 1 189.0584 1.67
190.0295 C10H5FNO2+ 2 190.0299 -2.02
190.0536 C10H7FN2O+ 1 190.0537 -0.28
190.0655 C14H8N+ 2 190.0651 2.18
191.025 C9H4FN2O2+ 1 191.0251 -0.43
191.0613 C10H8FN2O+ 2 191.0615 -1.14
191.0725 C14H9N+ 1 191.073 -2.25
192.0686 C13H8N2+ 2 192.0682 2.14
192.0805 C14H10N+ 1 192.0808 -1.49
193.0412 C9H6FN2O2+ 1 193.0408 2.11
193.0763 C13H9N2+ 2 193.076 1.68
194.0605 C10H9FNO2+ 2 194.0612 -3.73
194.0838 C13H10N2+ 1 194.0838 -0.26
194.0964 C14H12N+ 1 194.0964 -0.03
195.055 C12H7N2O+ 1 195.0553 -1.23
195.0914 C13H11N2+ 1 195.0917 -1.51
196.0554 C13H7FN+ 1 196.0557 -1.4
196.0757 C13H10NO+ 1 196.0757 -0.15
197.0507 C12H6FN2+ 1 197.051 -1.28
197.0631 C13H8FN+ 1 197.0635 -2.43
197.0711 C12H9N2O+ 2 197.0709 0.82
198.0713 C13H9FN+ 1 198.0714 -0.12
199.0498 C11H7N2O2+ 1 199.0502 -1.78
199.0665 C12H8FN2+ 1 199.0666 -0.32
200.0505 C12H7FNO+ 2 200.0506 -0.79
200.0745 C12H9FN2+ 1 200.0744 0.16
200.0866 C13H11FN+ 1 200.087 -1.77
201.0457 C11H6FN2O+ 1 201.0459 -0.68
201.0583 C12H8FNO+ 1 201.0584 -0.61
201.0823 C12H10FN2+ 1 201.0823 0.08
202.0545 C11H7FN2O+ 1 202.0537 4.19
202.0658 C12H9FNO+ 2 202.0663 -2.37
202.1026 C13H13FN+ 1 202.1027 -0.47
203.0377 C11H6FNO2+ 1 203.0377 0.21
203.0614 C11H8FN2O+ 1 203.0615 -0.43
204.0456 C11H7FNO2+ 1 204.0455 0.33
204.0816 C12H11FNO+ 2 204.0819 -1.37
205.0408 C10H6FN2O2+ 1 205.0408 -0.06
205.0762 C14H9N2+ 2 205.076 1.05
206.0598 C14H8NO+ 1 206.06 -1.26
206.0837 C14H10N2+ 1 206.0838 -0.53
206.0969 C15H12N+ 2 206.0964 2.35
207.0687 C11H10FNO2+ 2 207.069 -1.39
207.0917 C14H11N2+ 1 207.0917 0.07
208.0631 C13H8N2O+ 1 208.0631 0.12
208.0993 C14H12N2+ 1 208.0995 -0.91
209.071 C13H9N2O+ 1 209.0709 0.39
209.1071 C14H13N2+ 1 209.1073 -1.27
210.0583 C13H7FN2+ 1 210.0588 -2.27
210.0918 C14H12NO+ 2 210.0913 2.09
211.0507 C12H7N2O2+ 2 211.0502 2.35
211.0666 C13H8FN2+ 1 211.0666 -0.2
212.0498 C13H7FNO+ 2 212.0506 -3.72
212.0869 C14H11FN+ 1 212.087 -0.35
213.046 C12H6FN2O+ 1 213.0459 0.76
213.0825 C13H10FN2+ 1 213.0823 0.97
214.0663 C13H9FNO+ 1 214.0663 0.1
215.0615 C12H8FN2O+ 1 215.0615 -0.13
216.0454 C12H7FNO2+ 2 216.0455 -0.75
216.0693 C12H9FN2O+ 2 216.0693 -0.43
216.0818 C13H11FNO+ 2 216.0819 -0.41
217.0408 C11H6FN2O2+ 1 217.0408 -0.1
217.077 C12H10FN2O+ 2 217.0772 -0.91
218.0609 C12H9FNO2+ 2 218.0612 -1.07
218.0841 C15H10N2+ 2 218.0838 0.96
219.0565 C11H8FN2O2+ 1 219.0564 0.08
219.0919 C15H11N2+ 2 219.0917 1.16
220.0758 C15H10NO+ 2 220.0757 0.68
221.071 C14H9N2O+ 2 221.0709 0.23
221.1071 C15H13N2+ 1 221.1073 -1.06
222.0551 C14H8NO2+ 2 222.055 0.88
222.0785 C14H10N2O+ 1 222.0788 -1.01
223.0508 C13H7N2O2+ 2 223.0502 2.81
223.0667 C14H8FN2+ 1 223.0666 0.61
223.0863 C14H11N2O+ 1 223.0866 -1.39
224.058 C13H8N2O2+ 1 224.058 -0.22
224.0734 C14H9FN2+ 1 224.0744 -4.81
225.0569 C17H7N+ 1 225.0573 -1.69
225.0664 C10H10FN2O3+ 2 225.067 -2.79
225.0823 C14H10FN2+ 1 225.0823 0.12
226.0535 C13H7FN2O+ 2 226.0537 -0.94
226.0659 C14H9FNO+ 2 226.0663 -1.76
226.1017 C15H13FN+ 1 226.1027 -4.22
227.062 C13H8FN2O+ 1 227.0615 1.95
228.0459 C13H7FNO2+ 1 228.0455 1.7
228.0691 C13H9FN2O+ 2 228.0693 -1.02
228.0817 C14H11FNO+ 2 228.0819 -0.96
229.0522 C13H8FNO2+ 2 229.0534 -4.97
229.0772 C13H10FN2O+ 2 229.0772 -0.03
230.0609 C13H9FNO2+ 2 230.0612 -1.36
231.0564 C12H8FN2O2+ 2 231.0564 -0.01
231.092 C16H11N2+ 2 231.0917 1.58
232.0404 C12H7FNO3+ 2 232.0404 -0.08
232.0755 C16H10NO+ 1 232.0757 -0.73
233.071 C15H9N2O+ 2 233.0709 0.43
235.0661 C15H8FN2+ 1 235.0666 -1.93
235.0867 C15H11N2O+ 2 235.0866 0.39
236.0739 C15H9FN2+ 1 236.0744 -2.36
237.0659 C14H9N2O2+ 2 237.0659 0.15
237.0819 C15H10FN2+ 1 237.0823 -1.7
237.1023 C15H13N2O+ 2 237.1022 0.13
238.0858 C15H12NO2+ 1 238.0863 -1.74
239.0615 C14H8FN2O+ 2 239.0615 0.09
240.069 C14H9FN2O+ 2 240.0693 -1.3
240.0818 C15H11FNO+ 2 240.0819 -0.66
241.0773 C14H10FN2O+ 1 241.0772 0.63
242.0608 C14H9FNO2+ 2 242.0612 -1.58
243.0566 C13H8FN2O2+ 1 243.0564 0.73
243.0925 C14H12FN2O+ 2 243.0928 -1.27
244.0764 C14H11FNO2+ 2 244.0768 -1.86
245.0718 C13H10FN2O2+ 2 245.0721 -1.15
246.0558 C13H9FNO3+ 2 246.0561 -1.29
247.0507 C12H8FN2O3+ 2 247.0513 -2.5
247.0867 C16H11N2O+ 2 247.0866 0.61
249.0657 C15H9N2O2+ 1 249.0659 -0.74
249.0824 C16H10FN2+ 1 249.0823 0.63
249.1022 C16H13N2O+ 2 249.1022 0.04
250.0734 C15H10N2O2+ 1 250.0737 -1.2
251.0612 C15H8FN2O+ 2 251.0615 -1.26
251.0816 C15H11N2O2+ 2 251.0815 0.46
252.0692 C15H9FN2O+ 2 252.0693 -0.68
253.0773 C15H10FN2O+ 2 253.0772 0.4
255.0931 C15H12FN2O+ 1 255.0928 0.91
257.072 C14H10FN2O2+ 2 257.0721 -0.48
258.0558 C14H9FNO3+ 2 258.0561 -1.04
258.0928 C15H13FNO2+ 1 258.0925 1.38
259.0513 C13H8FN2O3+ 2 259.0513 -0.14
265.0771 C16H10FN2O+ 2 265.0772 -0.25
266.0847 C16H11FN2O+ 2 266.085 -1.02
267.0929 C16H12FN2O+ 2 267.0928 0.42
269.0716 C15H10FN2O2+ 2 269.0721 -1.64
270.0565 C15H9FNO3+ 1 270.0561 1.42
271.0513 C14H8FN2O3+ 2 271.0513 -0.28
271.0877 C15H12FN2O2+ 2 271.0877 -0.23
273.0673 C14H10FN2O3+ 1 273.067 1.11
275.0825 C14H12FN2O3+ 2 275.0826 -0.42
279.0765 C16H11N2O3+ 2 279.0764 0.43
281.0716 C16H10FN2O2+ 2 281.0721 -1.61
285.0667 C15H10FN2O3+ 2 285.067 -0.97
287.0826 C15H12FN2O3+ 2 287.0826 -0.23
297.0675 C16H10FN2O3+ 1 297.067 1.53
298.088 C17H13FNO3+ 1 298.0874 2.05
299.0826 C16H12FN2O3+ 2 299.0826 -0.32
PK$NUM_PEAK: 327
PK$PEAK: m/z int. rel.int.
51.0232 130411.3 7
53.0388 453129.4 26
65.0387 403955.2 23
66.0465 83727.3 4
67.0179 243435.2 14
67.0417 370837.6 21
67.0543 723803.8 42
68.0257 87761.1 5
68.0495 667399.3 39
69.0335 263200 15
75.0228 667123.6 39
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//
