ACCESSION: MSBNK-Eawag-EQ368109
RECORD_TITLE: Flunitrazepam; LC-ESI-QFT; MS2; CE: 180; R=35000; [M+H]+
DATE: 2015.08.25
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag and Thomaidis N, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3681
CH$NAME: Flunitrazepam
CH$NAME: 5-(2-fluorophenyl)-1-methyl-7-nitro-3H-1,4-benzodiazepin-2-one
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C16H12FN3O3
CH$EXACT_MASS: 313.08627
CH$SMILES: CN1C(=O)CN=C(C2=C1C=CC(=C2)[N+](=O)[O-])C3=CC=CC=C3F
CH$IUPAC: InChI=1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3
CH$LINK: CAS
1622-62-4
CH$LINK: PUBCHEM
CID:3380
CH$LINK: INCHIKEY
PPTYJKAXVCCBDU-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER
3263
CH$LINK: COMPTOX
DTXSID7023065
AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$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$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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 7.9 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 314.0927
MS$FOCUSED_ION: PRECURSOR_M/Z 314.0935
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$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$SPLASH: splash10-0gx0-3900000000-0e0998c190e076f40d1b
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
50.0151 C4H2+ 1 50.0151 -0.03
51.0229 C4H3+ 1 51.0229 0.07
52.0181 C3H2N+ 1 52.0182 -0.68
52.0307 C4H4+ 1 52.0308 -0.41
53.0022 C3HO+ 1 53.0022 0.17
53.0386 C4H5+ 1 53.0386 0.44
54.0338 C3H4N+ 1 54.0338 0.08
54.0464 C4H6+ 1 54.0464 0.34
55.0178 C3H3O+ 1 55.0178 -0.93
57.0135 C3H2F+ 1 57.0135 -0.08
58.0287 C2H4NO+ 1 58.0287 0
59.0292 C3H4F+ 1 59.0292 0.09
61.0072 C5H+ 2 61.0073 -1.09
62.0151 C5H2+ 2 62.0151 -0.35
63.0229 C5H3+ 2 63.0229 -0.1
64.0182 C4H2N+ 1 64.0182 -0.24
64.0307 C5H4+ 2 64.0308 -0.02
65.0386 C5H5+ 2 65.0386 -0.1
66.0339 C4H4N+ 1 66.0338 0.52
66.0464 C5H6+ 2 66.0464 0.28
67.0416 C4H5N+ 1 67.0417 -0.75
69.0134 C4H2F+ 1 69.0135 -1.08
70.0213 C4H3F+ 1 70.0213 -0.85
74.0151 C6H2+ 2 74.0151 -0.56
75.0229 C6H3+ 2 75.0229 -0.75
76.0181 C5H2N+ 1 76.0182 -0.99
76.0307 C6H4+ 2 76.0308 -0.41
77.0385 C6H5+ 2 77.0386 -0.99
78.0338 C5H4N+ 1 78.0338 -0.46
78.0464 CH5FN3+ 2 78.0462 2.28
79.0542 C6H7+ 2 79.0542 -0.97
80.0495 C5H6N+ 1 80.0495 -0.2
81.0135 C5H2F+ 1 81.0135 -0.06
81.0335 C5H5O+ 2 81.0335 -0.51
83.0291 C5H4F+ 1 83.0292 -0.54
86.0151 C7H2+ 2 86.0151 -0.48
87.0229 C7H3+ 2 87.0229 -0.65
88.0182 C6H2N+ 1 88.0182 0.16
88.0308 C7H4+ 2 88.0308 0.21
89.0386 C7H5+ 2 89.0386 -0.3
90.0339 C6H4N+ 1 90.0338 0.6
90.0464 C7H6+ 2 90.0464 0.32
91.0416 C6H5N+ 1 91.0417 -0.67
91.0542 C7H7+ 2 91.0542 -0.07
92.0257 C6H4O+ 2 92.0257 0.48
92.0495 C6H6N+ 1 92.0495 -0.17
94.0213 C6H3F+ 1 94.0213 0
94.0412 C6H6O+ 2 94.0413 -0.92
95.0291 C6H4F+ 1 95.0292 -0.16
95.0491 C6H7O+ 2 95.0491 -0.12
96.037 C6H5F+ 1 96.037 0.31
96.0443 C5H6NO+ 1 96.0444 -0.94
98.0151 C8H2+ 2 98.0151 -0.02
99.0229 C8H3+ 2 99.0229 -0.17
100.018 C7H2N+ 1 100.0182 -1.35
100.0307 C8H4+ 2 100.0308 -0.22
101.0259 C7H3N+ 1 101.026 -1.19
101.0387 C8H5+ 2 101.0386 0.83
102.0338 C7H4N+ 1 102.0338 0.14
102.0464 C8H6+ 2 102.0464 -0.41
103.0416 C7H5N+ 1 103.0417 -0.2
104.0494 C7H6N+ 1 104.0495 -0.63
105.0447 C6H5N2+ 1 105.0447 -0.04
106.0213 C7H3F+ 1 106.0213 -0.47
106.0652 C7H8N+ 1 106.0651 0.98
107.0291 C7H4F+ 1 107.0292 -0.14
108.0245 C6H3FN+ 1 108.0244 0.61
108.0369 C7H5F+ 1 108.037 -0.65
109.0448 C7H6F+ 1 109.0448 -0.23
111.023 C9H3+ 2 111.0229 0.3
112.018 C8H2N+ 1 112.0182 -1.57
113.0385 C9H5+ 2 113.0386 -0.41
114.0339 C8H4N+ 1 114.0338 0.21
114.0464 C9H6+ 2 114.0464 0.34
115.0415 C8H5N+ 1 115.0417 -1.14
115.0542 C9H7+ 2 115.0542 -0.06
116.0364 C7H4N2+ 1 116.0369 -3.96
116.0495 C8H6N+ 1 116.0495 0.04
117.0573 C8H7N+ 1 117.0573 -0.26
118.0653 C8H8N+ 1 118.0651 1.31
119.0491 C8H7O+ 2 119.0491 -0.51
120.037 C8H5F+ 1 120.037 0.17
121.0322 C7H4FN+ 1 121.0322 -0.65
122.0401 C7H5FN+ 1 122.0401 0.54
123.0353 C6H4FN2+ 1 123.0353 -0.02
124.0181 C9H2N+ 1 124.0182 -0.37
124.0307 C10H4+ 2 124.0308 -0.33
125.0386 C10H5+ 2 125.0386 0.27
126.0464 C10H6+ 2 126.0464 -0.09
127.0416 C9H5N+ 1 127.0417 -0.16
127.0543 C10H7+ 2 127.0542 0.34
128.0494 C9H6N+ 1 128.0495 -0.36
128.062 C10H8+ 2 128.0621 -0.09
129.0447 C8H5N2+ 1 129.0447 -0.04
130.04 C7H4N3+ 1 130.04 -0.1
131.0292 C9H4F+ 1 131.0292 0.27
132.0246 C8H3FN+ 1 132.0244 1.11
132.0368 C9H5F+ 1 132.037 -1.51
133.0448 C9H6F+ 1 133.0448 0.11
134.0401 C8H5FN+ 1 134.0401 0.42
137.0386 C11H5+ 2 137.0386 0.32
138.0337 C10H4N+ 1 138.0338 -0.55
138.0464 C11H6+ 2 138.0464 -0.23
139.0542 C11H7+ 2 139.0542 -0.05
140.0495 C10H6N+ 1 140.0495 0.03
142.0418 C10H6O+ 3 142.0413 3.48
142.0523 C9H6N2+ 1 142.0525 -1.83
143.029 C10H4F+ 1 143.0292 -1.01
144.037 C10H5F+ 1 144.037 0.14
145.0323 C9H4FN+ 1 145.0322 0.35
145.045 C10H6F+ 1 145.0448 1.14
145.0647 C10H9O+ 2 145.0648 -0.49
146.0404 C9H5FN+ 1 146.0401 2.44
146.0527 C10H7F+ 1 146.0526 0.21
147.0352 C8H4FN2+ 1 147.0353 -0.49
149.0386 C12H5+ 2 149.0386 0.43
150.0464 C12H6+ 2 150.0464 0.32
151.0416 C11H5N+ 1 151.0417 -0.14
151.0542 C12H7+ 2 151.0542 -0.11
152.0494 C11H6N+ 1 152.0495 -0.37
152.062 C12H8+ 2 152.0621 -0.01
153.0337 C11H5O+ 2 153.0335 1.56
153.0447 C10H5N2+ 1 153.0447 -0.23
153.0572 C11H7N+ 1 153.0573 -0.53
154.0401 C9H4N3+ 1 154.04 0.82
154.0653 C11H8N+ 1 154.0651 1.39
155.0291 C11H4F+ 1 155.0292 -0.03
155.0603 C10H7N2+ 1 155.0604 -0.22
156.037 C11H5F+ 1 156.037 0.07
156.057 C11H8O+ 2 156.057 0.09
157.0449 C11H6F+ 1 157.0448 0.35
158.0401 C10H5FN+ 1 158.0401 0.48
158.0526 C11H7F+ 1 158.0526 -0.44
161.0386 C13H5+ 2 161.0386 0.21
162.0342 C9H5FNO+ 2 162.035 -4.68
162.0464 C13H6+ 2 162.0464 -0.01
163.0542 C13H7+ 2 163.0542 0.02
164.0496 C12H6N+ 1 164.0495 0.45
164.0619 C8H7FN3+ 2 164.0619 0.35
165.0699 C13H9+ 2 165.0699 0.08
166.0651 C12H8N+ 1 166.0651 -0.46
167.0491 C12H7O+ 2 167.0491 0.05
168.037 C12H5F+ 1 168.037 0.24
168.0441 C11H6NO+ 1 168.0444 -1.91
168.0568 C7H7FN3O+ 2 168.0568 0.08
169.0448 C12H6F+ 1 169.0448 0.03
169.0648 C12H9O+ 2 169.0648 -0.07
170.0527 C12H7F+ 1 170.0526 0.35
170.0598 C11H8NO+ 1 170.06 -1.24
171.0479 C11H6FN+ 1 171.0479 -0.17
172.0556 C11H7FN+ 1 172.0557 -0.84
173.0389 C11H6FO+ 3 173.0397 -4.45
173.0508 C10H6FN2+ 1 173.051 -0.83
174.0464 C14H6+ 2 174.0464 0.22
175.0417 C13H5N+ 1 175.0417 0.28
175.0542 C14H7+ 2 175.0542 -0.27
176.0496 C13H6N+ 1 176.0495 0.71
176.0618 C9H7FN3+ 2 176.0619 -0.18
177.0455 C12H5N2+ 2 177.0447 4.44
177.0573 C13H7N+ 1 177.0573 0
178.0528 C12H6N2+ 2 178.0525 1.63
178.0651 C13H8N+ 1 178.0651 -0.03
179.0603 C12H7N2+ 1 179.0604 -0.25
179.0726 C13H9N+ 1 179.073 -2.24
180.037 C13H5F+ 1 180.037 -0.11
180.0446 C12H6NO+ 1 180.0444 1.17
180.0555 C11H6N3+ 1 180.0556 -0.85
181.0448 C13H6F+ 1 181.0448 -0.08
182.0404 C12H5FN+ 1 182.0401 1.9
182.0526 C13H7F+ 1 182.0526 0.11
183.0605 C13H8F+ 1 183.0605 0.3
184.0557 C12H7FN+ 1 184.0557 0.09
186.0475 C12H7FO+ 1 186.0475 -0.35
187.0554 C12H8FO+ 1 187.0554 -0.1
188.0496 C14H6N+ 1 188.0495 0.5
189.0447 C13H5N2+ 1 189.0447 -0.08
189.0572 C14H7N+ 1 189.0573 -0.32
190.0651 C14H8N+ 1 190.0651 -0.24
191.0603 C13H7N2+ 1 191.0604 -0.6
191.0729 C14H9N+ 1 191.073 -0.42
192.0369 C14H5F+ 1 192.037 -0.16
192.0447 C13H6NO+ 2 192.0444 1.61
192.0675 C13H8N2+ 1 192.0682 -3.49
192.0804 C14H10N+ 1 192.0808 -2.22
193.0445 C14H6F+ 1 193.0448 -1.63
193.0522 C13H7NO+ 1 193.0522 0.08
193.0647 C14H9O+ 2 193.0648 -0.42
194.0524 C14H7F+ 1 194.0526 -1.03
194.0602 C13H8NO+ 1 194.06 0.82
195.0478 C13H6FN+ 1 195.0479 -0.2
196.0551 C13H7FN+ 1 196.0557 -2.98
196.0679 C14H9F+ 1 196.0683 -1.84
197.051 C12H6FN2+ 1 197.051 0.04
198.0717 C13H9FN+ 1 198.0714 1.9
199.0416 C15H5N+ 1 199.0417 -0.35
201.0572 C15H7N+ 1 201.0573 -0.45
202.0525 C14H6N2+ 1 202.0525 -0.39
202.0654 C15H8N+ 2 202.0651 1.26
203.0602 C14H7N2+ 1 203.0604 -0.76
203.0721 C15H9N+ 1 203.073 -4.14
204.0557 C13H6N3+ 1 204.0556 0.57
205.0757 C14H9N2+ 1 205.076 -1.58
206.04 C14H5FN+ 1 206.0401 -0.12
207.0477 C14H6FN+ 1 207.0479 -0.82
208.0557 C14H7FN+ 1 208.0557 -0.21
209.0635 C14H8FN+ 1 209.0635 -0.19
214.0424 C13H7FO2+ 1 214.0425 -0.18
216.0685 C15H8N2+ 2 216.0682 1.62
217.0755 C15H9N2+ 1 217.076 -2.19
218.0599 C15H8NO+ 1 218.06 -0.51
219.0476 C15H6FN+ 1 219.0479 -1.27
221.0477 C11H8FNO3+ 2 221.0483 -2.82
221.063 C15H8FN+ 1 221.0635 -2.44
222.0463 C13H5FN3+ 1 222.0462 0.31
223.0665 C14H8FN2+ 1 223.0666 -0.37
228.0558 C15H6N3+ 2 228.0556 0.69
229.0512 C16H7NO+ 1 229.0522 -4.35
PK$NUM_PEAK: 234
PK$PEAK: m/z int. rel.int.
50.0151 4176978.2 128
51.0229 2369526.2 73
52.0181 535995.8 16
52.0307 165424.6 5
53.0022 960871.8 29
53.0386 1924917.4 59
54.0338 112834.9 3
54.0464 107572.9 3
55.0178 143436 4
57.0135 4472023 137
58.0287 403535.9 12
59.0292 667154.8 20
61.0072 1234719 38
62.0151 5035078.5 155
63.0229 20446286 630
64.0182 884010.3 27
64.0307 1722236.9 53
65.0022 607098.5 18
65.0386 9495335 292
66.0339 154952.4 4
66.0464 402732.6 12
67.0416 302689.6 9
69.0134 78845.8 2
70.0213 831684.4 25
74.0151 7359257.5 226
75.0229 15612110 481
76.0181 2381824.8 73
76.0307 2460352.2 75
77.0022 349998.1563 10
77.0385 4092052 126
78.0338 1416307.5 43
78.0464 1229279.4 37
79.0542 90480.7 2
80.0495 457256.5 14
81.0135 2686808.5 82
81.0335 175577.1 5
83.0291 8454386 260
85.0071 554378.625 17
86.0151 1999041.5 61
87.0229 3947198.2 121
88.0182 1041533.4 32
88.0308 1097236.2 33
89.0386 25637818 790
90.0339 739589.3 22
90.0464 2912310.2 89
91.0416 482406 14
91.0542 7794448.5 240
92.0257 118119.1 3
92.0495 413638.9 12
94.0213 2067411.5 63
94.0412 129557.2 3
95.0291 273529 8
95.0491 4168964 128
96.037 2257964.2 69
96.0443 640360.6 19
98.0151 4729921.5 145
99.0229 10696010 329
100.018 965982.1 29
100.0307 1421073 43
101.0259 106417.9 3
101.0387 807762.5 24
102.0338 1464019.1 45
102.0464 1516434.6 46
103.0416 329109.3 10
104.0494 625604.8 19
105.0134 815632.8125 25
105.0447 3134362.2 96
106.0213 323897 9
106.0652 117769.3 3
107.0291 9171813 282
108.0245 97271.6 2
108.0369 358560.1 11
109.0448 1523444.6 46
110.015 762351.75 23
111.023 1419600 43
112.018 361681.4 11
112.0312 428886.2813 13
113.0385 4870501 150
114.0339 1631587.8 50
114.0464 505762.4 15
115.0415 670920.2 20
115.0542 6456370.5 199
116.0364 92839 2
116.0495 1120928 34
117.0573 3209255.8 98
118.0214 663441.4375 20
118.0653 564793.7 17
119.0491 427358.8 13
120.037 5228582.5 161
121.0322 183368.8 5
122.0151 1994289.5 61
122.0401 154058.1 4
123.0229 8186320.5 252
123.0353 493128.1 15
124.0181 845416.6 26
124.0307 1350296.8 41
125.0386 6669097.5 205
126.0464 4241801.5 130
127.0416 794354.1 24
127.0543 720964.2 22
128.0494 476245.3 14
128.062 539942.9 16
129.0447 1275903.6 39
130.04 1065546.1 32
131.0292 4259444.5 131
132.0246 155325.4 4
132.0368 551477.1 16
133.0448 18650090 574
134.0401 456963.9 14
137.0386 5119580.5 157
138.0337 704570.2 21
138.0464 1758153.9 54
139.0542 7782245.5 239
140.0495 2931420.2 90
142.0418 87247.8 2
142.0523 273075.2 8
143.029 531796.1 16
143.0493 1133207 34
144.037 9342862 287
145.0323 443433.6 13
145.045 689354.1 21
145.0647 183913.4 5
146.0404 283327.8 8
146.0527 3050333.2 94
147.0352 143964.8 4
148.0308 656243.5625 20
149.0386 11306023 348
150.0464 28673064 883
151.0416 2208963.5 68
151.0542 2943970.5 90
152.0494 841353.9 25
152.062 3741043.8 115
153.0337 534118.5 16
153.0447 1025308.3 31
153.0572 701617.4 21
154.0401 368983 11
154.0653 95427.7 2
155.0291 1423549.4 43
155.0603 763945.4 23
156.037 1088854.6 33
156.057 121723.5 3
157.0449 16157039 498
158.0401 2770942.8 85
158.0526 330429 10
161.0386 3637897 112
162.0342 388703.7 11
162.0464 5488302.5 169
163.0542 32409038 999
164.0496 6103348.5 188
164.0619 4226688.5 130
165.0578 325140.375 10
165.0699 5252194.5 161
166.0414 503014 15
166.0651 856249.2 26
167.0491 3093931.8 95
168.037 9921373 305
168.0441 618297.4 19
168.0568 1703910.9 52
169.0448 2626102.5 80
169.0648 6746390.5 207
170.0527 14282303 440
170.0598 958949.2 29
171.0479 1022474.2 31
172.0556 165240.3 5
173.0389 469536.6 14
173.0508 941492 29
174.0464 4448063 137
175.0417 9072150 279
175.0542 667259.9 20
176.0496 2642620.2 81
176.0618 1195804.6 36
177.0455 1456240.1 44
177.0573 7129428.5 219
178.0528 134479.5 4
178.0651 1112148.6 34
179.0294 647810.625 19
179.0603 2718195 83
179.0726 137892.1 4
180.037 1765888.9 54
180.0446 404546.7 12
180.0555 125895.1 3
181.0448 25798684 795
182.0404 1544499.6 47
182.0526 5099898.5 157
183.0605 12703677 391
184.0557 918014.7 28
185.0589 1430143.5 44
186.0475 2139936.2 65
187.0554 7480467.5 230
188.0496 3551673.5 109
189.0447 140789.2 4
189.0572 1482311.6 45
190.0651 6322299 194
191.0603 274400.4 8
191.0729 1088269.5 33
192.0369 170494.4 5
192.0447 293468.3 9
192.0675 119749.8 3
192.0804 88840.6 2
193.0445 126220.6 3
193.0522 491541.2 15
193.0647 797166.2 24
194.0364 1106827.25 34
194.0524 2529359 77
194.0602 5256038 162
195.0478 5283473.5 162
195.0554 505491.5313 15
196.0551 1343572.4 41
196.0679 69133.8 2
197.051 5274063.5 162
198.0717 86130.2 2
199.0416 377067.1 11
201.0572 1830949.8 56
202.0525 1592566.2 49
202.0654 132080.8 4
203.0602 1368291.8 42
203.0721 98701.8 3
204.0557 4663775 143
205.0757 134983.4 4
206.04 837283.7 25
207.0477 299159.9 9
208.0557 2192545 67
209.0635 1286909.1 39
214.0424 1024115.4 31
216.0685 654620.8 20
217.0755 126751.5 3
218.0599 150962.2 4
219.0476 348729.6 10
221.0477 163087.8 5
221.063 122161.8 3
222.0463 170370.6 5
223.0665 672600.7 20
228.0558 93020.5 2
229.0512 96183.2 2
//
