ACCESSION: MSBNK-Eawag-EQ316706
RECORD_TITLE: Flumioxazin; LC-ESI-QFT; MS2; CE: 90; 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 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$CHROMATOGRAPHY: RETENTION_TIME 9.7 min
AC$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$SPLASH: splash10-004j-2920000000-68313614e41e1a80d621
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
53.0388 C4H5+ 1 53.0386 4.4
55.0181 C3H3O+ 1 55.0178 4.34
65.0386 C5H5+ 1 65.0386 0.36
66.0464 C5H6+ 1 66.0464 -0.33
67.0179 C4H3O+ 1 67.0178 1.18
67.0543 C5H7+ 1 67.0542 0.8
68.0257 C4H4O+ 1 68.0257 0.64
68.0495 C4H6N+ 1 68.0495 -0.08
69.0335 C4H5O+ 1 69.0335 0.56
75.0229 C6H3+ 1 75.0229 -0.09
76.0182 C5H2N+ 1 76.0182 0.06
77.0385 C6H5+ 1 77.0386 -0.47
78.0338 C5H4N+ 1 78.0338 -0.58
78.0464 C6H6+ 1 78.0464 -0.53
79.0542 C6H7+ 1 79.0542 -0.34
80.0495 C5H6N+ 1 80.0495 0.18
80.062 C6H8+ 1 80.0621 -0.52
81.0335 C5H5O+ 1 81.0335 -0.51
81.0699 C6H9+ 1 81.0699 0.16
83.0291 C5H4F+ 1 83.0292 -0.3
89.0384 C7H5+ 1 89.0386 -1.76
91.0542 C7H7+ 1 91.0542 -0.73
92.0494 C6H6N+ 1 92.0495 -1.04
93.0573 C6H7N+ 1 93.0573 -0.33
95.0491 C6H7O+ 1 95.0491 -0.33
96.0243 C5H3FN+ 1 96.0244 -1.5
96.0443 C5H6NO+ 1 96.0444 -0.94
97.0447 C6H6F+ 1 97.0448 -0.77
97.0649 C6H9O+ 1 97.0648 1.53
101.0385 C8H5+ 1 101.0386 -0.56
102.0337 C7H4N+ 1 102.0338 -1.23
103.0542 C8H7+ 1 103.0542 -0.74
104.0495 C7H6N+ 1 104.0495 -0.05
105.0335 C7H5O+ 1 105.0335 0.37
105.0447 C6H5N2+ 1 105.0447 -0.14
106.0287 C6H4NO+ 1 106.0287 -0.1
106.0649 C7H8N+ 1 106.0651 -2.22
107.0291 C7H4F+ 1 107.0292 -0.23
107.0491 C7H7O+ 1 107.0491 -0.01
108.0243 C6H3FN+ 1 108.0244 -1.15
108.0369 C7H5F+ 1 108.037 -1.2
108.0569 C7H8O+ 1 108.057 -0.34
109.0447 C7H6F+ 1 109.0448 -0.5
110.0402 C6H5FN+ 1 110.0401 1.15
111.024 C6H4FO+ 1 111.0241 -0.72
115.0543 C9H7+ 1 115.0542 0.29
116.0494 C8H6N+ 1 116.0495 -0.65
117.0573 C8H7N+ 1 117.0573 0.08
118.0286 C7H4NO+ 1 118.0287 -1.19
118.0652 C8H8N+ 1 118.0651 0.38
119.0491 C8H7O+ 1 119.0491 -0.6
120.037 C8H5F+ 1 120.037 0.42
121.0447 C8H6F+ 1 121.0448 -0.62
122.04 C7H5FN+ 1 122.0401 -0.69
123.0239 C7H4FO+ 1 123.0241 -0.97
123.0351 C6H4FN2+ 1 123.0353 -1.49
124.0192 C6H3FNO+ 1 124.0193 -0.63
124.0558 C7H7FN+ 1 124.0557 0.94
126.0346 C6H5FNO+ 1 126.035 -3.08
128.0495 C9H6N+ 1 128.0495 -0.2
129.0446 C8H5N2+ 1 129.0447 -0.73
130.0652 C9H8N+ 1 130.0651 0.34
132.0444 C8H6NO+ 1 132.0444 -0.08
133.0447 C9H6F+ 1 133.0448 -1.09
134.0236 C7H4NO2+ 1 134.0237 -0.41
134.0399 C8H5FN+ 1 134.0401 -0.85
134.0599 C8H8NO+ 1 134.06 -0.67
135.024 C8H4FO+ 1 135.0241 -0.74
135.043 C6H5N3O+ 1 135.0427 1.9
135.0478 C8H6FN+ 1 135.0479 -0.36
136.0193 C7H3FNO+ 1 136.0193 -0.28
136.0317 C8H5FO+ 1 136.0319 -1.14
136.0558 C8H7FN+ 1 136.0557 0.63
137.027 C7H4FNO+ 1 137.0271 -1.27
138.0349 C7H5FNO+ 1 138.035 -0.71
139.054 C11H7+ 1 139.0542 -1.27
140.0494 C10H6N+ 1 140.0495 -0.47
141.0448 C9H5N2+ 1 141.0447 0.39
141.0572 C10H7N+ 1 141.0573 -1
141.0698 C11H9+ 1 141.0699 -0.4
142.0526 C9H6N2+ 1 142.0525 0.57
142.0652 C10H8N+ 1 142.0651 0.45
143.0606 C9H7N2+ 1 143.0604 1.65
144.0443 C9H6NO+ 1 144.0444 -0.83
145.0765 C9H9N2+ 2 145.076 3.07
146.0401 C9H5FN+ 1 146.0401 0.04
146.0529 C10H7F+ 1 146.0526 2.12
146.0601 C9H8NO+ 1 146.06 0.27
147.0354 C8H4FN2+ 1 147.0353 0.66
147.048 C9H6FN+ 1 147.0479 0.76
148.0556 C9H7FN+ 1 148.0557 -0.57
149.0397 C9H6FO+ 1 149.0397 -0.4
149.0508 C8H6FN2+ 1 149.051 -0.76
149.0634 C9H8FN+ 1 149.0635 -0.66
150.0349 C8H5FNO+ 1 150.035 -0.46
151.0301 C7H4FN2O+ 1 151.0302 -0.58
151.0429 C8H6FNO+ 1 151.0428 0.77
152.0142 C7H3FNO2+ 1 152.0142 -0.28
152.038 C7H5FN2O+ 1 152.038 -0.28
152.0505 C8H7FNO+ 1 152.0506 -0.52
153.0454 C7H6FN2O+ 2 153.0459 -3.38
153.0574 C11H7N+ 1 153.0573 0.52
153.0699 C12H9+ 1 153.0699 0.41
154.0301 C7H5FNO2+ 1 154.0299 1.47
154.0399 C9H4N3+ 1 154.04 -0.74
154.0649 C11H8N+ 1 154.0651 -1.27
155.0603 C10H7N2+ 1 155.0604 -0.74
155.0727 C11H9N+ 1 155.073 -1.68
156.0443 C10H6NO+ 1 156.0444 -0.77
156.0679 C10H8N2+ 1 156.0682 -1.79
157.0523 C10H7NO+ 1 157.0522 0.48
157.076 C10H9N2+ 1 157.076 -0.28
158.0399 C10H5FN+ 1 158.0401 -0.78
158.0603 C10H8NO+ 1 158.06 1.64
159.0482 C10H6FN+ 1 159.0479 1.77
159.0606 C11H8F+ 1 159.0605 0.91
160.0434 C9H5FN2+ 1 160.0431 1.76
160.0559 C10H7FN+ 1 160.0557 0.98
161.0512 C9H6FN2+ 1 161.051 1.66
161.0634 C10H8FN+ 1 161.0635 -0.74
162.0349 C9H5FNO+ 1 162.035 -0.55
162.0584 C9H7FN2+ 1 162.0588 -2.21
162.0713 C10H9FN+ 1 162.0714 -0.27
163.0301 C8H4FN2O+ 1 163.0302 -0.78
163.0423 C9H6FNO+ 2 163.0428 -3.03
163.0665 C9H8FN2+ 1 163.0666 -0.94
164.0504 C9H7FNO+ 1 164.0506 -1.58
165.0458 C8H6FN2O+ 1 165.0459 -0.41
165.07 C13H9+ 1 165.0699 0.44
166.0298 C8H5FNO2+ 1 166.0299 -0.38
167.0728 C12H9N+ 1 167.073 -0.6
168.0448 C11H6NO+ 2 168.0444 2.2
168.0808 C12H10N+ 1 168.0808 -0.03
169.0651 C12H9O+ 1 169.0648 1.65
169.0761 C11H9N2+ 1 169.076 0.27
170.0598 C11H8NO+ 1 170.06 -1.41
171.0355 C10H4FN2+ 1 171.0353 0.92
171.0483 C11H6FN+ 1 171.0479 2.7
171.0551 C10H7N2O+ 1 171.0553 -1.22
172.0392 C10H6NO2+ 1 172.0393 -0.84
172.0556 C11H7FN+ 1 172.0557 -0.37
173.0509 C10H6FN2+ 1 173.051 -0.48
173.0634 C11H8FN+ 1 173.0635 -0.92
174.035 C10H5FNO+ 1 174.035 0.24
174.0591 C10H7FN2+ 1 174.0588 1.91
174.0711 C11H9FN+ 1 174.0714 -1.17
175.0425 C10H6FNO+ 2 175.0428 -1.73
175.0665 C10H8FN2+ 1 175.0666 -0.7
176.0381 C9H5FN2O+ 1 176.038 0.16
176.0505 C10H7FNO+ 1 176.0506 -0.39
177.0458 C9H6FN2O+ 1 177.0459 -0.55
177.0578 C10H8FNO+ 2 177.0584 -3.75
178.0295 C9H5FNO2+ 2 178.0299 -1.98
178.0535 C9H7FN2O+ 1 178.0537 -1.25
178.0651 C13H8N+ 1 178.0651 -0.03
179.0251 C8H4FN2O2+ 1 179.0251 -0.23
180.0451 C9H7FNO2+ 2 180.0455 -2.35
180.0682 C12H8N2+ 1 180.0682 0
180.0805 C13H10N+ 1 180.0808 -1.42
181.0755 C12H9N2+ 1 181.076 -2.68
181.0885 C13H11N+ 1 181.0886 -0.34
182.06 C12H8NO+ 1 182.06 -0.44
182.0964 C13H12N+ 1 182.0964 -0.25
183.0547 C11H7N2O+ 1 183.0553 -3.33
183.0679 C12H9NO+ 1 183.0679 0.08
184.0394 C11H6NO2+ 1 184.0393 0.46
184.0559 C12H7FN+ 1 184.0557 1.12
184.0755 C12H10NO+ 1 184.0757 -1.09
185.0635 C12H8FN+ 1 185.0635 -0.32
185.0702 C11H9N2O+ 1 185.0709 -3.83
186.0588 C11H7FN2+ 1 186.0588 -0.04
186.0709 C12H9FN+ 1 186.0714 -2.33
187.0668 C11H8FN2+ 1 187.0666 0.84
187.0795 C12H10FN+ 1 187.0792 1.61
188.0506 C11H7FNO+ 1 188.0506 0.01
188.0871 C12H11FN+ 1 188.087 0.46
189.0459 C10H6FN2O+ 1 189.0459 0.23
190.0298 C10H5FNO2+ 1 190.0299 -0.7
190.0533 C10H7FN2O+ 2 190.0537 -2.01
190.0654 C14H8N+ 2 190.0651 1.71
191.0251 C9H4FN2O2+ 1 191.0251 -0.17
191.0607 C10H8FN2O+ 2 191.0615 -4.23
191.0733 C14H9N+ 2 191.073 1.83
192.0685 C13H8N2+ 2 192.0682 1.62
192.0809 C14H10N+ 1 192.0808 0.59
193.0409 C9H6FN2O2+ 1 193.0408 0.66
193.076 C13H9N2+ 1 193.076 -0.02
194.0605 C10H9FNO2+ 2 194.0612 -3.42
194.084 C13H10N2+ 1 194.0838 0.72
195.0553 C12H7N2O+ 1 195.0553 0.21
195.0912 C13H11N2+ 1 195.0917 -2.59
196.0556 C13H7FN+ 1 196.0557 -0.38
196.0761 C13H10NO+ 2 196.0757 2.24
197.051 C12H6FN2+ 1 197.051 0.34
197.0633 C13H8FN+ 1 197.0635 -1.11
197.071 C12H9N2O+ 1 197.0709 0.21
198.0712 C13H9FN+ 1 198.0714 -0.63
199.0503 C11H7N2O2+ 1 199.0502 0.58
199.0666 C12H8FN2+ 1 199.0666 0.04
200.0507 C12H7FNO+ 1 200.0506 0.21
200.074 C12H9FN2+ 1 200.0744 -2.19
200.0871 C13H11FN+ 1 200.087 0.68
201.0456 C11H6FN2O+ 2 201.0459 -1.23
201.0584 C12H8FNO+ 1 201.0584 -0.42
201.0824 C12H10FN2+ 1 201.0823 0.53
202.0538 C11H7FN2O+ 1 202.0537 0.53
202.0659 C12H9FNO+ 2 202.0663 -1.58
203.0377 C11H6FNO2+ 1 203.0377 -0.14
203.0612 C11H8FN2O+ 2 203.0615 -1.61
203.0728 C15H9N+ 1 203.073 -0.5
204.0457 C11H7FNO2+ 1 204.0455 0.77
205.041 C10H6FN2O2+ 1 205.0408 0.92
205.0757 C14H9N2+ 1 205.076 -1.49
206.0601 C14H8NO+ 1 206.06 0.24
206.084 C14H10N2+ 2 206.0838 0.58
207.0686 C11H10FNO2+ 2 207.069 -1.92
207.0918 C14H11N2+ 1 207.0917 0.41
208.0637 C13H8N2O+ 2 208.0631 2.77
209.0712 C13H9N2O+ 2 209.0709 1.29
210.0586 C13H7FN2+ 1 210.0588 -0.89
210.0714 C14H9FN+ 1 210.0714 0.12
211.0507 C12H7N2O2+ 2 211.0502 2.35
211.0668 C13H8FN2+ 1 211.0666 0.89
211.0794 C14H10FN+ 1 211.0792 1.14
212.0507 C13H7FNO+ 1 212.0506 0.62
212.0868 C14H11FN+ 1 212.087 -1.06
213.0462 C12H6FN2O+ 1 213.0459 1.33
213.0574 C16H7N+ 2 213.0573 0.56
213.0823 C13H10FN2+ 1 213.0823 0.13
214.0659 C13H9FNO+ 2 214.0663 -1.53
215.0616 C12H8FN2O+ 1 215.0615 0.48
215.0977 C13H12FN2+ 1 215.0979 -0.9
216.0459 C12H7FNO2+ 1 216.0455 1.65
216.0692 C12H9FN2O+ 2 216.0693 -0.75
216.0816 C13H11FNO+ 2 216.0819 -1.61
217.0408 C11H6FN2O2+ 1 217.0408 0.04
217.0762 C12H10FN2O+ 2 217.0772 -4.64
218.0834 C15H10N2+ 2 218.0838 -2.06
219.0564 C11H8FN2O2+ 1 219.0564 -0.19
219.0923 C15H11N2+ 2 219.0917 2.72
220.0757 C15H10NO+ 2 220.0757 0.27
221.0709 C14H9N2O+ 1 221.0709 -0.31
222.0559 C14H8NO2+ 2 222.055 4.3
222.0795 C14H10N2O+ 2 222.0788 3.13
222.0909 C15H12NO+ 1 222.0913 -1.98
223.0502 C13H7N2O2+ 1 223.0502 -0.02
223.0666 C14H8FN2+ 1 223.0666 -0.24
223.0866 C14H11N2O+ 1 223.0866 -0.13
224.0579 C13H8N2O2+ 1 224.058 -0.4
224.0742 C14H9FN2+ 1 224.0744 -1.02
225.0575 C17H7N+ 2 225.0573 0.75
225.0671 C10H10FN2O3+ 1 225.067 0.46
225.0824 C14H10FN2+ 1 225.0823 0.79
226.0537 C13H7FN2O+ 2 226.0537 -0.1
226.0666 C14H9FNO+ 1 226.0663 1.64
227.0618 C13H8FN2O+ 1 227.0615 1.16
228.0457 C13H7FNO2+ 1 228.0455 0.82
228.0695 C13H9FN2O+ 1 228.0693 0.69
228.0813 C14H11FNO+ 2 228.0819 -2.76
229.077 C13H10FN2O+ 2 229.0772 -0.56
230.0614 C13H9FNO2+ 1 230.0612 0.81
231.0563 C12H8FN2O2+ 2 231.0564 -0.57
231.0921 C16H11N2+ 2 231.0917 2.01
232.0412 C12H7FNO3+ 1 232.0404 3.33
235.0667 C15H8FN2+ 1 235.0666 0.58
235.0862 C15H11N2O+ 1 235.0866 -1.83
236.0721 C12H11FNO3+ 1 236.0717 1.41
237.066 C14H9N2O2+ 2 237.0659 0.78
237.0827 C15H10FN2+ 1 237.0823 1.89
238.0658 C15H9FNO+ 2 238.0663 -2.09
239.0614 C14H8FN2O+ 2 239.0615 -0.41
239.0974 C15H12FN2+ 1 239.0979 -2.27
240.0693 C14H9FN2O+ 2 240.0693 -0.09
240.0818 C15H11FNO+ 2 240.0819 -0.49
241.0773 C14H10FN2O+ 1 241.0772 0.67
243.0567 C13H8FN2O2+ 1 243.0564 1.27
243.0925 C14H12FN2O+ 2 243.0928 -1.18
245.0723 C13H10FN2O2+ 1 245.0721 1.05
246.0555 C13H9FNO3+ 2 246.0561 -2.27
247.0521 C12H8FN2O3+ 1 247.0513 3.05
249.0662 C15H9N2O2+ 2 249.0659 1.43
251.0614 C15H8FN2O+ 2 251.0615 -0.59
251.0819 C15H11N2O2+ 2 251.0815 1.38
252.0697 C15H9FN2O+ 1 252.0693 1.62
253.0773 C15H10FN2O+ 1 253.0772 0.68
257.0721 C14H10FN2O2+ 2 257.0721 -0.01
259.0512 C13H8FN2O3+ 2 259.0513 -0.53
265.0775 C16H10FN2O+ 1 265.0772 1.18
270.0568 C15H9FNO3+ 1 270.0561 2.6
271.0513 C14H8FN2O3+ 2 271.0513 -0.02
271.0873 C15H12FN2O2+ 2 271.0877 -1.67
279.0763 C16H11N2O3+ 2 279.0764 -0.35
285.0668 C15H10FN2O3+ 2 285.067 -0.8
287.083 C15H12FN2O3+ 1 287.0826 1.09
299.0824 C16H12FN2O3+ 2 299.0826 -0.83
PK$NUM_PEAK: 298
PK$PEAK: m/z int. rel.int.
53.0388 734054.9 44
55.0181 86728.3 5
63.023 270875.0918 16
65.0386 698107.7 41
66.0464 76574.1 4
67.0179 107029.7 6
67.0543 672888.1 40
68.0257 82322.2 4
68.0495 601918.7 36
69.0335 274299.1 16
75.0229 2019741.9 121
76.0182 232491.2 13
77.0385 5306744.7 318
78.0338 793798.9 47
78.0464 134145.8 8
79.0542 16622951.5 999
80.0495 148748.9 8
80.062 1493433.1 89
81.0335 505224.5 30
81.0699 1030482.7 61
83.0291 1052918.7 63
89.0384 452671.8 27
91.0542 1525294.8 91
92.0494 122767.3 7
93.0573 117192.8 7
95.0491 9413420.9 565
96.0243 485178.3 29
96.0443 364976 21
97.0447 72369.3 4
97.0649 84447.1 5
101.0385 1442331.3 86
102.0337 255866.6 15
103.0542 337449.4 20
104.0495 823741.1 49
105.0335 530588.2 31
105.0447 6506716.8 391
106.0287 259940.1 15
106.0649 74796.8 4
107.0291 2454503.5 147
107.0491 4595264.4 276
108.0243 533403.5 32
108.0369 338652.9 20
108.0569 280003 16
109.0447 456404 27
110.0402 581552.9 34
111.024 139199.5 8
114.034 584679.9602 35
115.0543 674146 40
116.0494 974629.7 58
117.0573 465268.5 27
118.0286 148305.9 8
118.0652 323596.3 19
119.0491 1576729.2 94
120.037 537946.1 32
121.0447 6238916.7 374
122.04 1885733.8 113
123.0239 121098.3 7
123.0351 627500.8 37
124.0192 2095123.1 125
124.0558 133698.5 8
126.0346 528643 31
128.0495 3982231 239
129.0446 6699566.7 402
130.0652 382130.4 22
132.0444 272848 16
133.0447 941007.5 56
134.0236 400284.9 24
134.0399 2402411.5 144
134.0599 348755.3 20
135.024 106301 6
135.043 118714.6 7
135.0478 1985589.8 119
136.0193 512775.1 30
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//
