Standard Article

Mass Spectrometry and Gas-Phase Ion Chemistry of Phenols

Phenols (2003)

  1. Dietmar Kuck

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0280

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Kuck, D. 2009. Mass Spectrometry and Gas-Phase Ion Chemistry of Phenols. Patai's Chemistry of Functional Groups. .

Author Information

  1. Fakultät für Chemie, Universität Bielefeld, Bielefeld, Germany

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

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Abstract

  • 1
    Introduction
  • 2
    Gaseous Radical Cations Derived from Phenols: Thermochemistry of Some Typical Species and Reactions
  • 3
    Unimolecular Fragmentation Reactions of Phenol Radical Cations
  • 4
    The Effect of the Hydroxyl Group on the Reversible Intramolecular Hydrogen Transfer in Ionized Phenols
  • 5
    Ortho Effects in Substituted Phenols
  • 6
    Secondary Fragmentation Reactions of Phenol Radical Cations
  • 7
    Miscellaneous Fragmentations of Phenol Radical Cations
  • 8
    Chemical Ionization Mass Spectrometry of Phenols
  • 9
    Ionized Phenol and Cyclohexa-1,3-Dien-5-One (ortho-Isophenol) Generated by Fragmentation of Precursor Ions
  • 10
    Ion/Molecule Reactions of Phenols in the Gas Phase
  • 11
    Gaseous Phenol Anions
  • 12
    Miscellaneous Analytical Examples
  • 13
    Mass Spectrometry of Calixarenes
  • 14
    Phenolic Compounds as Maldi Matrices
  • 15
    Acknowledgements

Keywords:

  • phenol compound in chemistry of natural compounds;
  • mass spectrometry and gas-phase ion chemistry of phenols;
  • alkylphenol fragmentation;
  • EI mass spectra of ortho-substituted phenols;
  • ortho effects in substituted phenols;
  • phenol radical cation fragmentation;
  • Chemical ionization (CI) mass spectrometry of phenol;
  • allylphenols and allyl phenyl ethers

Featured Compounds

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  1. 1 - 103
Compound 1
Molecular Weight:94.1112
Molecular Formula:C6H6O
InChIKey:ISWSIDIOOBJBQZ-UHFFFAOYSA-N
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Compound 4
Molecular Weight:66.1011
Molecular Formula:C5H6
InChIKey:ZSWFCLXCOIISFI-UHFFFAOYSA-N
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Compound p-9
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:IWDCLRJOBJJRNH-UHFFFAOYSA-N
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Compound o-9
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:Not Available
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Compound 7
Molecular Weight:124.1803
Molecular Formula:C8H12O
InChIKey:BKBMACKZOSMMGT-UHFFFAOYSA-N
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Compound 9
Molecular Weight:124.1803
Molecular Formula:C8H12O
InChIKey:BKBMACKZOSMMGT-UHFFFAOYSA-N
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Compound m-9
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:RLSSMJSEOOYNOY-UHFFFAOYSA-N
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Compound 10
Molecular Weight:107.1293
Molecular Formula:C7H7O
InChIKey:UDXRTUFJTFLMKZ-UHFFFAOYSA-N
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound p-12
Molecular Weight:176.2543
Molecular Formula:C12H17O
InChIKey:XNXOFBOQCCIUPL-UHFFFAOYSA-O
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Compound p-14
Molecular Weight:133.1666
Molecular Formula:C9H8O
InChIKey:XOSQPRSPSZOPDJ-UHFFFAOYSA-O
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Compound o-12
Molecular Weight:176.2543
Molecular Formula:C12H17O
InChIKey:PNZKGBDVIFPLRY-UHFFFAOYSA-O
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Compound o-14
Molecular Weight:133.1666
Molecular Formula:C9H8O
InChIKey:RIMAEDPDUDOBPD-YVMONPNESA-O
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Compound 16
Molecular Weight:272.3814
Molecular Formula:C18H23O2
InChIKey:AVZGPKBOUMJYKO-WLRTZDKTSA-O
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Compound 17
Molecular Weight:272.3814
Molecular Formula:C18H23O2
InChIKey:UYUUVXJRALZMIZ-XMGZOKRTSA-O
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Compound 18
Molecular Weight:272.3814
Molecular Formula:C18H23O2
InChIKey:UYUUVXJRALZMIZ-XMGZOKRTSA-O
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Compound 19
Molecular Weight:213.2943
Molecular Formula:C15H18O
InChIKey:ZPZVCGTXAVTIDO-BQMUNGKESA-O
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Compound 20
Molecular Weight:213.2943
Molecular Formula:C15H18O
InChIKey:FTNUKXAZXPUNNA-UHFFFAOYSA-O
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Compound 33
Molecular Weight:108.1378
Molecular Formula:C7H8O
InChIKey:RDOXTESZEPMUJZ-UHFFFAOYSA-N
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Compound m-37
Molecular Weight:173.007
Molecular Formula:C6H5BrO
InChIKey:MNOJRWOWILAHAV-UHFFFAOYSA-N
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Compound m-38
Molecular Weight:93.1028
Molecular Formula:C6H5O
InChIKey:YWCILYLMBCSAGY-UHFFFAOYSA-O
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Compound o-37
Molecular Weight:173.007
Molecular Formula:C6H5BrO
InChIKey:Not Available
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Compound o-38
Molecular Weight:93.1028
Molecular Formula:C6H5O
InChIKey:WLVYRPGGJOZZBM-UHFFFAOYSA-O
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Compound p-37
Molecular Weight:173.007
Molecular Formula:C6H5BrO
InChIKey:GZFGOTFRPZRKDS-UHFFFAOYSA-N
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Compound p-38
Molecular Weight:93.1028
Molecular Formula:C6H5O
InChIKey:GVNCFPLWSTWGBZ-UHFFFAOYSA-O
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Compound m-62
Molecular Weight:121.1129
Molecular Formula:C7H5O2
InChIKey:CNGXAWIKFKMMMB-UHFFFAOYSA-O
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Compound 68
Molecular Weight:153.1117
Molecular Formula:C7H5O4
InChIKey:ISYDEGIWCDSKJO-UHFFFAOYSA-O
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Compound 69
Molecular Weight:125.1016
Molecular Formula:C6H5O3
InChIKey:GGTXIRSPBPUCCB-UHFFFAOYSA-O
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Compound 162
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:AKEUNCKRJATALU-UHFFFAOYSA-N
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Compound m-75
Molecular Weight:163.1495
Molecular Formula:C9H7O3
InChIKey:NYGGCOHKBCBFTD-UHFFFAOYSA-O
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Compound p-75
Molecular Weight:163.1495
Molecular Formula:C9H7O3
InChIKey:SXAAEHBBPFKIND-UHFFFAOYSA-O
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Compound o-78
Molecular Weight:108.0948
Molecular Formula:C6H4O2
InChIKey:WOAHJDHKFWSLKE-UHFFFAOYSA-N
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Compound p-78
Molecular Weight:108.0948
Molecular Formula:C6H4O2
InChIKey:AZQWKYJCGOJGHM-UHFFFAOYSA-N
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Compound 80
Molecular Weight:81.0926
Molecular Formula:C5H5O
InChIKey:WVIICGIFSIBFOG-UHFFFAOYSA-N
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Compound 87
Molecular Weight:134.1751
Molecular Formula:C9H10O
InChIKey:YIAPLDFPUUJILH-UHFFFAOYSA-N
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Compound 89
Molecular Weight:150.2176
Molecular Formula:C10H14O
InChIKey:NSOJAMQTMDAQEG-UHFFFAOYSA-N
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Compound 88
Molecular Weight:118.1757
Molecular Formula:C9H10
InChIKey:PQNFLJBBNBOBRQ-UHFFFAOYSA-N
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Compound 93
Molecular Weight:77.1039
Molecular Formula:C6H5
InChIKey:UEDBHEFYEKZZBA-UHFFFAOYSA-N
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Compound 92
Molecular Weight:107.1293
Molecular Formula:C7H7O
InChIKey:IOFXJPBZHVMWNE-UHFFFAOYSA-N
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Compound 94
Molecular Weight:139.1088
Molecular Formula:C6H5NO3
InChIKey:IQUPABOKLQSFBK-UHFFFAOYSA-N
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Compound 95
Molecular Weight:122.1009
Molecular Formula:C6H4NO2
InChIKey:XVJPDWROEQUQBZ-UHFFFAOYSA-N
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Compound 96
Molecular Weight:122.1009
Molecular Formula:C6H4NO2
InChIKey:VDVPWWMLIAVHDB-UHFFFAOYSA-N
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Compound o-97
Molecular Weight:122.1213
Molecular Formula:C7H6O2
InChIKey:SMQUZDBALVYZAC-UHFFFAOYSA-N
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Compound o-100
Molecular Weight:136.1479
Molecular Formula:C8H8O2
InChIKey:JECYUBVRTQDVAT-UHFFFAOYSA-N
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Compound p-105
Molecular Weight:152.1473
Molecular Formula:C8H8O3
InChIKey:MWOOGOJBHIARFG-UHFFFAOYSA-N
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Compound o-105
Molecular Weight:152.1473
Molecular Formula:C8H8O3
InChIKey:JJVNINGBHGBWJH-UHFFFAOYSA-N
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Compound m-97
Molecular Weight:122.1213
Molecular Formula:C7H6O2
InChIKey:IAVREABSGIHHMO-UHFFFAOYSA-N
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Compound p-97
Molecular Weight:122.1213
Molecular Formula:C7H6O2
InChIKey:Not Available
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Compound m-100
Molecular Weight:136.1479
Molecular Formula:C8H8O2
InChIKey:LUJMEECXHPYQOF-UHFFFAOYSA-N
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Compound p-100
Molecular Weight:136.1479
Molecular Formula:C8H8O2
InChIKey:TXFPEBPIARQUIG-UHFFFAOYSA-N
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Compound m-104
Molecular Weight:151.1819
Molecular Formula:C9H11O2
InChIKey:DHAWITMTWVOWOR-UHFFFAOYSA-O
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Compound p-104
Molecular Weight:151.1819
Molecular Formula:C9H11O2
InChIKey:MDNKRBUWMNIHGL-UHFFFAOYSA-O
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Compound o-99
Molecular Weight:135.1394
Molecular Formula:C8H6O2
InChIKey:BSDFCDTWQKFCJC-UHFFFAOYSA-O
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Compound o-102
Molecular Weight:149.166
Molecular Formula:C9H8O2
InChIKey:YDVVILILGGEZCA-UHFFFAOYSA-O
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Compound m-103
Molecular Weight:137.1553
Molecular Formula:C8H10O2
InChIKey:IXXPNJQNMHLTLY-UHFFFAOYSA-O
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Compound p-103
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:AHXXIALEMINDAW-UHFFFAOYSA-N
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Compound 110
Molecular Weight:122.1644
Molecular Formula:C8H10O
InChIKey:DLRJIFUOBPOJNS-UHFFFAOYSA-N
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Compound 111
Molecular Weight:136.1479
Molecular Formula:C8H8O2
InChIKey:RLWFLNMCQMZCJQ-UHFFFAOYSA-N
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Compound 112
Molecular Weight:156.609
Molecular Formula:C8H9ClO
InChIKey:VQUYNUJARXBNPK-UHFFFAOYSA-N
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Compound 117
Molecular Weight:164.2011
Molecular Formula:C10H12O2
InChIKey:RRAFCDWBNXTKKO-UHFFFAOYSA-N
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Compound 116
Molecular Weight:166.217
Molecular Formula:C10H14O2
InChIKey:PXIKRTCSSLJURC-UHFFFAOYSA-N
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Compound 118
Molecular Weight:164.2011
Molecular Formula:C10H12O2
InChIKey:BJIOGJUNALELMI-ONEGZZNKSA-N
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Compound 119
Molecular Weight:326.3863
Molecular Formula:C20H22O4
InChIKey:ITDOFWOJEDZPCF-AATRIKPKSA-N
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Compound 120
Molecular Weight:358.3851
Molecular Formula:C20H22O6
InChIKey:KUSXBOZNRPQEON-ONEGZZNKSA-N
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Compound 121
Molecular Weight:302.2788
Molecular Formula:C16H14O6
InChIKey:NSTQUZVZBUTVPY-UHFFFAOYSA-N
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Compound 122
Molecular Weight:326.3863
Molecular Formula:C20H22O4
InChIKey:KETPSFSOGFKJJY-UHFFFAOYSA-N
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Compound 128
Molecular Weight:139.1088
Molecular Formula:C6H5NO3
InChIKey:BTJIUGUIPKRLHP-UHFFFAOYSA-N
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Compound 127
Molecular Weight:230.1072
Molecular Formula:C8H4F6O
InChIKey:ODSXJQYJADZFJX-UHFFFAOYSA-N
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Compound 129
Molecular Weight:173.554
Molecular Formula:C6H4ClNO3
InChIKey:BOFRXDMCQRTGII-UHFFFAOYSA-N
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Compound 130
Molecular Weight:226.173
Molecular Formula:C7H5F3O3S
InChIKey:FGVZAVSVXFMGIK-UHFFFAOYSA-N
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Compound 131
Molecular Weight:184.1064
Molecular Formula:C6H4N2O5
InChIKey:UFBJCMHMOXMLKC-UHFFFAOYSA-N
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Compound 132
Molecular Weight:229.1039
Molecular Formula:C6H3N3O7
InChIKey:OXNIZHLAWKMVMX-UHFFFAOYSA-N
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Compound 133
Molecular Weight:490.297
Molecular Formula:C9H3F9O7S3
InChIKey:QRNTZRNZCLWNHQ-UHFFFAOYSA-N
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Compound 134
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 135
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 136
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 137
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 138
Molecular Weight:362.546
Molecular Formula:C23H38O3
InChIKey:BXVQAGYTDYWGQZ-UHFFFAOYSA-N
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Compound 139
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 140
Molecular Weight:406.5986
Molecular Formula:C25H42O4
InChIKey:NRBPCUWBHWRLGT-UHFFFAOYSA-N
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Compound 141
Molecular Weight:405.5912
Molecular Formula:C25H42O4
InChIKey:XLYPZXBMQZPIQE-UHFFFAOYSA-M
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Compound 142
Molecular Weight:405.5912
Molecular Formula:C25H42O4
InChIKey:XLYPZXBMQZPIQE-UHFFFAOYSA-M
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Compound 143
Molecular Weight:648.913
Molecular Formula:C44H56O4
InChIKey:NVKLTRSBZLYZHK-UHFFFAOYSA-N
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Compound 144
Molecular Weight:937.3359
Molecular Formula:C60H88O8
InChIKey:NRUCLJBRGGANIV-UHFFFAOYSA-N
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Compound 145
Molecular Weight:1105.6549
Molecular Formula:C72H112O8
InChIKey:NLPGYPIHQCVVRO-UHFFFAOYSA-N
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Compound 146
Molecular Weight:1001.3335
Molecular Formula:C60H88O12
InChIKey:RKSWMSIAZQKDKY-UHFFFAOYSA-N
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Compound 147
Molecular Weight:1169.6525
Molecular Formula:C72H112O12
InChIKey:CULMCZJAEKURSC-UHFFFAOYSA-N
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Compound 148
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:WXTMDXOMEHJXQO-UHFFFAOYSA-N
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Compound 149
Molecular Weight:224.21
Molecular Formula:C11H12O5
InChIKey:PCMORTLOPMLEFB-ONEGZZNKSA-N
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Compound 150
Molecular Weight:194.184
Molecular Formula:C10H10O4
InChIKey:KSEBMYQBYZTDHS-HWKANZROSA-N
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Compound 151
Molecular Weight:189.1675
Molecular Formula:C10H7NO3
InChIKey:AFVLVVWMAFSXCK-VMPITWQZSA-N
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Compound 152
Molecular Weight:168.1467
Molecular Formula:C8H8O4
InChIKey:XLEYFDVVXLMULC-UHFFFAOYSA-N
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Compound 153
Molecular Weight:226.2274
Molecular Formula:C14H10O3
InChIKey:Not Available
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Compound 154
Molecular Weight:226.2274
Molecular Formula:C14H10O3
InChIKey:Not Available
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Compound 155
Molecular Weight:139.1088
Molecular Formula:C6H5NO3
InChIKey:BRARRAHGNDUELT-UHFFFAOYSA-N
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Compound 156
Molecular Weight:242.2301
Molecular Formula:C13H10N2O3
InChIKey:DWQOTEPNRWVUDA-CCEZHUSRSA-N
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Compound 157
Molecular Weight:138.1207
Molecular Formula:C7H6O3
InChIKey:Not Available
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Compound 158
Molecular Weight:109.1259
Molecular Formula:C6H7NO
InChIKey:PLIKAWJENQZMHA-UHFFFAOYSA-N
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Compound 159
Molecular Weight:110.1139
Molecular Formula:C5H6N2O
InChIKey:BMTSZVZQNMNPCT-UHFFFAOYSA-N
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Compound 160
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:GLDQAMYCGOIJDV-UHFFFAOYSA-N
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Compound 161
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:UIAFKZKHHVMJGS-UHFFFAOYSA-N
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Compound 163
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:YQUVCSBJEUQKSH-UHFFFAOYSA-N
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Compound 164
Molecular Weight:154.1201
Molecular Formula:C7H6O4
InChIKey:UYEMGAFJOZZIFP-UHFFFAOYSA-N
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  1. 1 - 103