ACCESSION: EA270907
RECORD_TITLE: Imidacloprid; 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 2709
CH$NAME: Imidacloprid
CH$NAME: N-[1-[(6-chloranylpyridin-3-yl)methyl]-4,5-dihydroimidazol-2-yl]nitramide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C9H10ClN5O2
CH$EXACT_MASS: 255.0523
CH$SMILES: Cl-c(ncc1CN(CC2)C(N2)=NN(=O)=O)cc1
CH$IUPAC: InChI=1S/C9H10ClN5O2/c10-8-2-1-7(5-12-8)6-14-4-3-11-9(14)13-15(16)17/h1-2,5H,3-4,6H2,(H,11,13)
CH$LINK: CAS 138261-41-3
CH$LINK: CHEBI 5870
CH$LINK: KEGG C11110
CH$LINK: PUBCHEM CID:86418
CH$LINK: INCHIKEY YWTYJOPNNQFBPC-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 10439698
AC$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$CHROMATOGRAPHY: RETENTION_TIME 4.7 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid
MS$FOCUSED_ION: BASE_PEAK 256.0597
MS$FOCUSED_ION: PRECURSOR_M/Z 256.0596
MS$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)}
  56.0494 1 C3H6N+ 56.0495 -1.71
  65.0383 1 C5H5+ 65.0386 -3.48
  69.0447 1 C3H5N2+ 69.0447 -0.94
  71.0605 1 C3H7N2+ 71.0604 1.2
  78.0339 1 C5H4N+ 78.0338 0.7
  80.0495 1 C5H6N+ 80.0495 0.8
  84.0556 1 C3H6N3+ 84.0556 0.08
  90.0338 1 C6H4N+ 90.0338 -0.06
  92.0495 1 C6H6N+ 92.0495 -0.06
  93.0572 1 C6H7N+ 93.0573 -0.97
  98.0712 1 C4H8N3+ 98.0713 -0.45
  98.9996 1 C5H4Cl+ 98.9996 -0.04
  99.0553 1 C4H7N2O+ 99.0553 -0.09
  104.0499 1 C7H6N+ 104.0495 4.27
  105.0448 1 C6H5N2+ 105.0447 0.43
  106.0649 1 C7H8N+ 106.0651 -1.66
  107.0603 1 C6H7N2+ 107.0604 -0.42
  108.0684 1 C6H8N2+ 108.0682 1.95
  113.0027 1 C5H4ClN+ 113.0027 -0.16
  114.0099 1 C8H2O+ 114.01 -0.93
  118.0525 1 C7H6N2+ 118.0525 0
  119.0479 1 C6H5N3+ 119.0478 1.1
  119.0602 1 C7H7N2+ 119.0604 -1.55
  120.0556 1 C6H6N3+ 120.0556 -0.45
  126.0105 1 C6H5ClN+ 126.0105 -0.42
  127.0182 1 C9H3O+ 127.0178 2.9
  128.0261 1 C6H7ClN+ 128.0262 -0.42
  131.0484 1 C7H5N3+ 131.0478 4.59
  131.0602 1 C8H7N2+ 131.0604 -0.95
  132.0556 1 C7H6N3+ 132.0556 -0.03
  133.0633 1 C7H7N3+ 133.0634 -0.89
  133.0758 1 C8H9N2+ 133.076 -1.76
  134.0713 1 C7H8N3+ 134.0713 0.2
  135.0785 1 C7H9N3+ 135.0791 -4.65
  139.0056 1 C6H4ClN2+ 139.0058 -0.95
  140.0255 1 C7H7ClN+ 140.0262 -4.45
  141.0214 1 C6H6ClN2+ 141.0214 -0.37
  144.9924 1 C5H4ClNO2+ 144.9925 -0.47
  145.0508 1 C7H5N4+ 145.0509 -0.64
  146.0592 1 C7H6N4+ 146.0587 3.17
  146.0711 1 C8H8N3+ 146.0713 -0.85
  147.0665 1 C7H7N4+ 147.0665 -0.36
  147.0793 1 C8H9N3+ 147.0791 1.37
  148.0748 1 C7H8N4+ 148.0743 3.05
  148.0869 1 C8H10N3+ 148.0869 -0.23
  153.022 1 C7H6ClN2+ 153.0214 3.71
  157.0636 1 C9H7N3+ 157.0634 1.09
  158.0711 1 C9H8N3+ 158.0713 -0.78
  159.079 1 C9H9N3+ 159.0791 -0.75
  166.0166 1 C7H5ClN3+ 166.0167 -0.07
  167.037 1 C8H8ClN2+ 167.0371 -0.55
  173.0822 1 C9H9N4+ 173.0822 0.16
  174.0899 1 C9H10N4+ 174.09 -0.33
  175.0978 1 C9H11N4+ 175.0978 -0.3
  180.0206 1 C7H5ClN4+ 180.0197 4.86
  181.0274 1 C7H6ClN4+ 181.0276 -1.11
  191.0926 1 C9H11N4O+ 191.0927 -0.93
  194.0484 1 C9H9ClN3+ 194.048 2.16
  207.0429 1 C9H8ClN4+ 207.0432 -1.4
  208.0508 1 C9H9ClN4+ 208.051 -0.94
  209.0588 1 C9H10ClN4+ 209.0589 -0.29
PK$NUM_PEAK: 61
PK$PEAK: m/z int. rel.int.
  56.0494 8874.2 32
  65.0383 4323.7 15
  69.0447 5728.2 20
  71.0605 3035.5 11
  78.0339 3199.7 11
  80.0495 9480.4 34
  84.0556 53797.5 195
  90.0338 11416.4 41
  92.0495 10124.7 36
  93.0572 7034.7 25
  98.0712 3020.8 11
  98.9996 8154.8 29
  99.0553 3522.3 12
  104.0499 4881 17
  105.0448 35289.6 128
  106.0649 20620.2 75
  107.0603 24081.7 87
  108.0684 5034.9 18
  113.0027 6672.8 24
  114.0099 6019.9 21
  118.0525 10260.2 37
  119.0479 9419.9 34
  119.0602 21101.2 76
  120.0556 20269.1 73
  126.0105 40263.4 146
  127.0182 9631.2 35
  128.0261 21446.8 78
  131.0484 4166.1 15
  131.0602 19101.9 69
  132.0556 15157.9 55
  133.0633 34924.4 127
  133.0758 24882.8 90
  134.0713 23788.9 86
  135.0785 9237.8 33
  139.0056 7308.4 26
  140.0255 4801.5 17
  141.0214 28242.5 102
  144.9924 4875.2 17
  145.0508 6754.1 24
  146.0592 6537.9 23
  146.0711 57700.2 210
  147.0665 80940.4 294
  147.0793 4798.2 17
  148.0748 3886.7 14
  148.0869 34709.2 126
  153.022 4615.9 16
  157.0636 11283 41
  158.0711 40212.6 146
  159.079 70348.8 256
  166.0166 21516.9 78
  167.037 14022.4 51
  173.0822 127889.3 465
  174.0899 60536.7 220
  175.0978 182331.9 664
  180.0206 10684.7 38
  181.0274 27470.6 100
  191.0926 10810.3 39
  194.0484 10674.8 38
  207.0429 4690.4 17
  208.0508 23795.1 86
  209.0588 274239.6 999
