ACCESSION: MSBNK-Athens_Univ-AU242404
RECORD_TITLE: 3,3`-Dichlorobenzidine; LC-ESI-QTOF; MS2; CE: 40 eV; R=35000; [M+H]+
DATE: 2019.04.05
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2424

CH$NAME: 3,3`-Dichlorobenzidine
CH$NAME: 4-(4-amino-3-chlorophenyl)-2-chloroaniline
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₂H₁₀Cl₂N₂
CH$EXACT_MASS: 252.0221037
CH$SMILES: NC1=CC=C(C=C1Cl)C1=CC=C(N)C(Cl)=C1
CH$IUPAC: InChI=1S/C12H10Cl2N2/c13-9-5-7(1-3-11(9)15)8-2-4-12(16)10(14)6-8/h1-6H,15-16H2
CH$LINK: CAS 91-94-1
CH$LINK: CHEBI 82315
CH$LINK: KEGG C19225
CH$LINK: PUBCHEM CID:7070
CH$LINK: INCHIKEY HUWXDEQWWKGHRV-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 6803
CH$LINK: COMPTOX DTXSID6020432

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 40 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.899 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 0.01% formic acid and 5mM ammonium formate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.01% formic acid and 5mM ammonium formate

MS$FOCUSED_ION: BASE_PEAK 244.1904
MS$FOCUSED_ION: PRECURSOR_M/Z 253.0294
MS$FOCUSED_ION: PRECURSOR_TYPE [M+H]+
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.1

PK$SPLASH: splash10-0f89-0950000000-73d16b20b310ae1c9220
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  126.0449 C10H6+ 1 126.0464 -12.06
  127.0182 C6H6ClN+ 1 127.0183 -0.63
  127.0544 C10H7+ 1 127.0542 1.59
  128.0491 C9H6N+ 1 128.0495 -2.83
  128.0619 C10H8+ 1 128.0621 -1.24
  129.0137 C3H9Cl2N+ 1 129.0107 23.74
  130.0641 C9H8N+ 1 130.0651 -7.9
  131.0718 C9H9N+ 1 131.073 -8.53
  140.0493 C10H6N+ 1 140.0495 -1.1
  141.0551 C10H7N+ 1 141.0573 -15.6
  151.0162 C8H6ClN+ 1 151.0183 -13.87
  152.0474 C11H6N+ 1 152.0495 -13.34
  153.0179 C7H6ClN2+ 1 153.0214 -22.89
  153.0564 C11H7N+ 1 153.0573 -5.76
  154.0641 C11H8N+ 1 154.0651 -6.78
  155.0704 C11H9N+ 1 155.073 -16.3
  156.0745 C10[13]CH9N+ 1 156.0769 -15.29
  162.0227 C10H7Cl+ 2 162.0231 -2.05
  164.0255 C9H7ClN+ 1 164.0262 -4.16
  164.0473 C12H6N+ 1 164.0495 -13.22
  165.0272 C7H11Cl2+ 1 165.0232 24.01
  165.0568 C12H7N+ 1 165.0573 -3.26
  166.0228 C9H7[37]ClN+ 1 166.0238 -5.91
  166.0638 C12H8N+ 1 166.0651 -8
  170.0601 C8H11ClN2+ 1 170.0605 -2.5
  173.0145 C11H6Cl+ 2 173.0153 -4.14
  179.0603 C12H7N2+ 1 179.0604 -0.34
  180.0662 C12H8N2+ 1 180.0682 -10.88
  181.0749 C12H9N2+ 1 181.076 -5.96
  182.0825 C12H10N2+ 1 182.0838 -7.61
  183.0859 C11[13]CH10N2+ 1 183.0878 -10.07
  188.0254 C11H7ClN+ 1 188.0262 -4.14
  189.0319 C11H8ClN+ 1 189.034 -10.74
  190.0225 C11H7[37]ClN+ 1 190.0238 -6.78
  190.0406 C11H9ClN+ 1 190.0418 -6.55
  191.0441 C10[13]CH9ClN+ 1 191.0457 -8.62
  192.0376 C11H9[37]ClN+ 1 192.0394 -9.52
  197.9868 C9H6Cl2N+ 1 197.9872 -1.82
  199.9829 C9H6Cl[37]ClN+ 1 199.9848 -9.19
  200.0255 C12H7ClN+ 1 200.0262 -3.44
  201.0331 C12H8ClN+ 1 201.034 -4.12
  202.0242 C11H7ClN2+ 1 202.0292 -24.97
  203.0311 C12H8[37]ClN+ 1 203.0316 -2.5
  215.0361 C12H8ClN2+ 1 215.0371 -4.47
  216.0437 C12H9ClN2+ 1 216.0449 -5.25
  217.0341 C12H8[37]ClN2+ 1 217.0347 -2.46
  217.0516 C12H10ClN2+ 1 217.0527 -5.07
  218.041 C12H9[37]ClN2+ 1 218.0425 -6.66
  218.0603 C12H11ClN2+ 1 218.0605 -0.83
  219.0494 C12H10[37]ClN2+ 1 219.0503 -4.22
  220.0563 C12H11[37]ClN2+ 1 220.0581 -8.15
  224.0021 C11H8Cl2N+ 1 224.0028 -3.28
  225.0061 C10[13]CH8Cl2N+ 1 225.0067 -2.67
  234.9951 C12H7Cl2N+ 1 234.995 0.59
  236.9919 C12H7Cl[37]ClN+ 1 236.9926 -2.94
  251.0132 C12H9Cl2N2+ 1 251.0137 -2.02
  252.0211 C12H10Cl2N2+ 1 252.0216 -2
  253.0235 C11[13]CH10Cl2N2+ 1 253.0255 -7.6
  254.0186 C12H10Cl[37]ClN2+ 1 254.0192 -2.16
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  126.0449 656 20
  127.0182 1052 32
  127.0544 812 25
  128.0491 416 13
  128.0619 452 14
  129.0137 516 16
  130.0641 2320 72
  131.0718 884 27
  140.0493 388 12
  141.0551 344 10
  151.0162 628 19
  152.0474 424 13
  153.0179 356 11
  153.0564 1440 45
  154.0641 23932 750
  155.0704 4900 153
  156.0745 596 18
  162.0227 348 10
  164.0255 1832 57
  164.0473 976 30
  165.0272 496 15
  165.0568 1508 47
  166.0228 808 25
  166.0638 608 19
  170.0601 644 20
  173.0145 564 17
  179.0603 1572 49
  180.0662 1032 32
  181.0749 21220 665
  182.0825 31864 999
  183.0859 4744 148
  188.0254 1520 47
  189.0319 1676 52
  190.0225 780 24
  190.0406 12812 401
  191.0441 1940 60
  192.0376 3832 120
  197.9868 556 17
  199.9829 380 11
  200.0255 496 15
  201.0331 2356 73
  202.0242 448 14
  203.0311 900 28
  215.0361 9336 292
  216.0437 7924 248
  217.0341 2896 90
  217.0516 6068 190
  218.041 2744 86
  218.0603 5140 161
  219.0494 1424 44
  220.0563 1260 39
  224.0021 5504 172
  225.0061 716 22
  234.9951 760 23
  236.9919 796 24
  251.0132 2016 63
  252.0211 14780 463
  253.0235 2480 77
  254.0186 10384 325
//