ACCESSION: EA033807
RECORD_TITLE: Antipyrine; LC-ESI-ITFT; MS2; 90%; R=7500; [M+H]+
DATE: 2012.11.21
AUTHORS: Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: http://massbank.ufz.de/MassBank/files/license.html
COPYRIGHT: Copyright (C) 2011 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 338
CH$NAME: Antipyrine
CH$NAME: Phenazone
CH$NAME: 1,5-dimethyl-2-phenyl-3-pyrazolone
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C11H12N2O
CH$EXACT_MASS: 188.0950
CH$SMILES: CN1N(C(=O)C=C1C)C2=CC=CC=C2
CH$IUPAC: InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
CH$LINK: CAS 60-80-0
CH$LINK: CHEBI 31225
CH$LINK: KEGG D01776
CH$LINK: PUBCHEM CID:2206
CH$LINK: INCHIKEY VEQOALNAAJBPNY-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 2121
AC$INSTRUMENT: LTQ Orbitrap XL Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-ITFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 % (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 7500
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 4.6 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 189.1027
MS$FOCUSED_ION: PRECURSOR_M/Z 189.1022
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: WHOLE RMassBank
PK$ANNOTATION: m/z num {formula mass error(ppm)}
  53.0387 1 C4H5+ 53.0386 2.89
  56.0494 1 C3H6N+ 56.0495 -0.99
  58.0651 1 C3H8N+ 58.0651 -0.27
  65.0386 1 C5H5+ 65.0386 -0.25
  68.0496 1 C4H6N+ 68.0495 2.56
  69.0572 1 C4H7N+ 69.0573 -1.02
  70.0654 1 C4H8N+ 70.0651 3.34
  77.0386 1 C6H5+ 77.0386 -0.35
  78.0466 1 C6H6+ 78.0464 2.16
  79.0542 1 C6H7+ 79.0542 -0.21
  81.0448 1 C4H5N2+ 81.0447 0.44
  91.0543 1 C7H7+ 91.0542 0.37
  92.0493 1 C6H6N+ 92.0495 -1.47
  93.0568 1 C6H7N+ 93.0573 -4.84
  94.0652 1 C6H8N+ 94.0651 0.36
  95.0488 1 C6H7O+ 95.0491 -3.59
  95.0604 1 C5H7N2+ 95.0604 0.27
  96.0681 1 C5H8N2+ 96.0682 -0.73
  98.06 1 C5H8NO+ 98.06 0
  103.0543 1 C8H7+ 103.0542 0.61
  104.0495 1 C7H6N+ 104.0495 -0.15
  105.0336 1 C7H5O+ 105.0335 0.75
  105.0447 1 C6H5N2+ 105.0447 -0.42
  105.0571 1 C7H7N+ 105.0573 -1.81
  105.0697 1 C8H9+ 105.0699 -2.06
  106.0651 1 C7H8N+ 106.0651 0.14
  115.0541 1 C9H7+ 115.0542 -1.36
  117.0574 1 C8H7N+ 117.0573 0.51
  117.0698 1 C9H9+ 117.0699 -0.48
  118.0652 1 C8H8N+ 118.0651 0.29
  120.0807 1 C8H10N+ 120.0808 -0.71
  129.0573 1 C9H7N+ 129.0573 -0.24
  130.065 1 C9H8N+ 130.0651 -0.66
  131.0603 1 C8H7N2+ 131.0604 -0.42
  131.0729 1 C9H9N+ 131.073 -0.23
  132.0439 1 C8H6NO+ 132.0444 -3.49
  132.0684 1 C8H8N2+ 132.0682 1.14
  132.081 1 C9H10N+ 132.0808 1.77
  133.0522 1 C8H7NO+ 133.0522 -0.19
  133.0765 1 C8H9N2+ 133.076 3.65
  134.0963 1 C9H12N+ 134.0964 -0.71
  143.0731 1 C10H9N+ 143.073 0.76
  144.0808 1 C10H10N+ 144.0808 0.17
  145.0644 1 C10H9O+ 145.0648 -2.84
  145.076 1 C9H9N2+ 145.076 -0.38
  145.0884 1 C10H11N+ 145.0886 -1.45
  146.0836 1 C9H10N2+ 146.0838 -1.64
  146.0971 1 C10H12N+ 146.0964 4.68
  147.0916 1 C9H11N2+ 147.0917 -0.44
  149.0711 1 C8H9N2O+ 149.0709 0.88
  155.0602 1 C10H7N2+ 155.0604 -1.19
  157.0516 1 C10H7NO+ 157.0522 -4.04
  159.0554 1 C9H7N2O+ 159.0553 0.82
  159.0915 1 C10H11N2+ 159.0917 -1.41
  161.1075 1 C10H13N2+ 161.1073 1.15
  173.0713 1 C10H9N2O+ 173.0709 2.08
  174.0786 1 C10H10N2O+ 174.0788 -0.77
PK$NUM_PEAK: 57
PK$PEAK: m/z int. rel.int.
  53.0387 37580.8 25
  56.0494 1330739.9 894
  58.0651 669596.1 449
  65.0386 301579.7 202
  68.0496 34710.3 23
  69.0572 51330.2 34
  70.0654 40574.9 27
  77.0386 802927.9 539
  78.0466 36713.2 24
  79.0542 141767.1 95
  81.0448 179259.1 120
  91.0543 372258 250
  92.0493 118112.3 79
  93.0568 49902.9 33
  94.0652 89953.9 60
  95.0488 75621 50
  95.0604 183227.1 123
  96.0681 250875.1 168
  98.06 311473.4 209
  103.0543 243457.7 163
  104.0495 1242833.4 835
  105.0336 47192.4 31
  105.0447 235446.5 158
  105.0571 71654.8 48
  105.0697 92709.7 62
  106.0651 1486884.4 999
  115.0541 235962.2 158
  117.0574 254407.7 170
  117.0698 451253.5 303
  118.0652 486428.6 326
  120.0807 387084.9 260
  129.0573 128309.8 86
  130.065 678096.4 455
  131.0603 308379.2 207
  131.0729 467976.1 314
  132.0439 35630 23
  132.0684 209695.4 140
  132.081 184983.1 124
  133.0522 123424.1 82
  133.0765 27542.2 18
  134.0963 48988.4 32
  143.0731 82808.2 55
  144.0808 360527 242
  145.0644 123033 82
  145.076 309086.9 207
  145.0884 38213.4 25
  146.0836 333807.2 224
  146.0971 32784.1 22
  147.0916 675628.5 453
  149.0711 67575.3 45
  155.0602 26601.5 17
  157.0516 75293.1 50
  159.0554 69327.3 46
  159.0915 41087.2 27
  161.1075 89261.9 59
  173.0713 68704.6 46
  174.0786 270561.4 181
