Standard Article

Oxidation of Dienes and Polyenes

Dienes and Polyenes (1997)

  1. Ronny Neumann*,
  2. Alexander M. Khenkin

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0116

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Neumann*, R. and Khenkin, A. M. 2009. Oxidation of Dienes and Polyenes. Patai's Chemistry of Functional Groups. .

Author Information

  1. The Hebrew University of Jerusalem, Casali Institute of Applied Chemistry, Graduate School of Applied Science, Jerusalem, Israel

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Oxidation with Metal-Oxo Compounds and Intermediates
  • 3
    Oxidation with Peroxo Compounds
  • 4
    Oxidation with Oxygen
  • 5
    Summary and Conclusions

Keywords:

  • diene and polyene oxidation;
  • oxidation with metal-oxo compounds and intermediates;
  • carbon carbon double bond procedure in organic chemistry;
  • pyridinium chlorochromate (PCC);
  • oxidation with permanganate;
  • oxidation of dienes;
  • catalytic activation of hydroperoxides;
  • organic compound oxidation with molecular oxygen

Featured Compounds

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  1. 1 - 126
Compound 1
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:Not Available
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Compound 2
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:Not Available
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Compound 3
Molecular Weight:154.2493
Molecular Formula:C10H18O
InChIKey:GLZPCOQZEFWAFX-YFHOEESVSA-N
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Compound 4
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:YHQGMYUVUMAZJR-UHFFFAOYSA-N
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Compound 5
Molecular Weight:168.2328
Molecular Formula:C10H16O2
InChIKey:MGYMHQJELJYRQS-UHFFFAOYSA-N
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Compound 6
Molecular Weight:316.4776
Molecular Formula:C21H32O2
InChIKey:MVTLLFIQZNQGNE-CLFYNKIWSA-N
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Compound 7
Molecular Weight:316.4776
Molecular Formula:C21H32O2
InChIKey:MVTLLFIQZNQGNE-GWIKGTDGSA-N
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Compound 8
Molecular Weight:334.4498
Molecular Formula:C20H30O4
InChIKey:QPRVNCYUZNHMNV-FLRZNGAOSA-N
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Compound 9
Molecular Weight:334.4498
Molecular Formula:C20H30O4
InChIKey:QPRVNCYUZNHMNV-NONPZYCQSA-N
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Compound 10
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:YKFLAYDHMOASIY-UHFFFAOYSA-N
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Compound 11
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:MOYAFQVGZZPNRA-UHFFFAOYSA-N
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Compound 12
Molecular Weight:80.1277
Molecular Formula:C6H8
InChIKey:UVJHQYIOXKWHFD-UHFFFAOYSA-N
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Compound 13
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H4
InChIKey:ZSWFCLXCOIISFI-UHFFFAOYSA-N
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Compound 14
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H6O2
InChIKey:VQWAZBMRMSMLPG-UHNVWZDZSA-N
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Compound 15
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H6O3
InChIKey:DEVQRFGIFOXZTQ-SRLRNVHISA-N
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Compound 16
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H8O4
InChIKey:DNVIZCLYSNCBKS-FCAWWPLPSA-N
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Compound 17
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H8O4
InChIKey:DNVIZCLYSNCBKS-NEEWWZBLSA-N
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Compound 18
Molecular Weight:Not Available
Molecular Formula:(CH2)nC4H8O4
InChIKey:DNVIZCLYSNCBKS-QTBDOELSSA-N
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Compound 19
Molecular Weight:220.3505
Molecular Formula:C15H24O
InChIKey:AMZWKSYAMHGGSR-ILWWEHDPSA-N
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Compound 20
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 21
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 22
Molecular Weight:270.3645
Molecular Formula:C15H26O4
InChIKey:ARKCOJGQMJQCRU-AMLHQPBKSA-N
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Compound 23
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 24
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 25
Molecular Weight:162.2713
Molecular Formula:C12H18
InChIKey:ZOLLIQAKMYWTBR-RYMQXAEESA-N
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Compound 26
Molecular Weight:92.1384
Molecular Formula:C7H8
InChIKey:SJYNFBVQFBRSIB-UHFFFAOYSA-N
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Compound 27
Molecular Weight:208.2106
Molecular Formula:C11H12O4
InChIKey:WFKWXJMEUOLYOS-UHFFFAOYSA-N
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Compound 28
Molecular Weight:162.2713
Molecular Formula:C12H18
InChIKey:RVNQQZMIWZPGNA-UHFFFAOYSA-N
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Compound 29
Molecular Weight:104.1491
Molecular Formula:C8H8
InChIKey:DBDMEAHESJXSNW-UHFFFAOYSA-N
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Compound 30
Molecular Weight:396.6484
Molecular Formula:C28H44O
InChIKey:DNVPQKQSNYMLRS-BQYQJAHWSA-N
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Compound 31
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 32
Molecular Weight:382.6648
Molecular Formula:C28H46
InChIKey:VLFAHJCJPCZWMP-ZHGGGQRXSA-N
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Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 35
Molecular Weight:184.2322
Molecular Formula:C10H16O3
InChIKey:UNIPCMDYFBZJPM-ALEJOBCBSA-N
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Compound 36
Molecular Weight:186.2051
Molecular Formula:C9H14O4
InChIKey:LVFIUXBDJYICOU-XVYDVKMFSA-N
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Compound 37
Molecular Weight:274.3117
Molecular Formula:C16H18O4
InChIKey:ZDRDYZSSJRWYJR-SYMSYNOKSA-N
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Compound 38
Molecular Weight:274.3117
Molecular Formula:C16H18O4
InChIKey:ZDRDYZSSJRWYJR-WCVJEAGWSA-N
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Compound 39
Molecular Weight:240.297
Molecular Formula:C16H16O2
InChIKey:WQOZDKGYINMWBD-NFGWICIOSA-N
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Compound 40
Molecular Weight:174.282
Molecular Formula:C13H18
InChIKey:SGGXYEPGQDBLPK-UHFFFAOYSA-N
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Compound 41
Molecular Weight:190.2814
Molecular Formula:C13H18O
InChIKey:ITYUSGVWTCCHGS-UHFFFAOYSA-N
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Compound 42
Molecular Weight:484.7104
Molecular Formula:C31H48O4
InChIKey:BTEPFANWZGZNIF-SQQCSEJUSA-N
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Compound 43
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 44
Molecular Weight:412.6908
Molecular Formula:C29H48O
InChIKey:HCXVJBMSMIARIN-CMDGGOBGSA-N
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Compound 45
Molecular Weight:280.4455
Molecular Formula:C18H32O2
InChIKey:OYHQOLUKZRVURQ-HZJYTTRNSA-N
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Compound 102
Molecular Weight:280.4455
Molecular Formula:C18H32O2
InChIKey:OYHQOLUKZRVURQ-HZJYTTRNSA-N
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Compound 46
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 89
Molecular Weight:206.2824
Molecular Formula:C16H14
InChIKey:JFLKFZNIIQFQBS-FNCQTZNRSA-N
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Compound 47
Molecular Weight:599.7483
Molecular Formula:C36H52MnN2O2
InChIKey:RWCPUPQTWUUWPR-CITKKJEGSA-L
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Compound 48
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 49
Molecular Weight:252.3062
Molecular Formula:C14H20O4
InChIKey:YXALYBMHAYZKAP-UHFFFAOYSA-N
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Compound 50
Molecular Weight:494.641
Molecular Formula:C16H22MgO16
InChIKey:WWOYCMCZTZTIGU-UHFFFAOYSA-L
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Compound 51
Molecular Weight:212.201
Molecular Formula:C6H16N2O6
InChIKey:DZNDWFZIKMQIAS-UHFFFAOYSA-N
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Compound 52
Molecular Weight:94.0699
Molecular Formula:CH6N2O3
InChIKey:AQLJVWUFPCUVLO-UHFFFAOYSA-N
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Compound 53
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:QBSFOUVYWBJKBF-UHFFFAOYSA-N
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Compound 54
Molecular Weight:120.1916
Molecular Formula:C9H12
InChIKey:PJEOOBRBALZZSL-UHFFFAOYSA-N
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Compound 55
Molecular Weight:272.382
Molecular Formula:C18H24O2
InChIKey:CMVADAGODLANJF-CMDGGOBGSA-N
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Compound 56
Molecular Weight:242.2683
Molecular Formula:C12H18O5
InChIKey:DWOGSQHUGFFWLM-YDFGWWAZSA-N
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Compound 57
Molecular Weight:262.301
Molecular Formula:C15H18O4
InChIKey:FGMKJIAOVULEOS-UNJVXHDRSA-N
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Compound 58
Molecular Weight:258.2677
Molecular Formula:C12H18O6
InChIKey:RBHDHBZCEPLJJZ-YBJSQLLHSA-N
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Compound 59
Molecular Weight:278.3004
Molecular Formula:C15H18O5
InChIKey:IYMPEHVXHIJBFA-AHQUWDGQSA-N
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Compound 60
Molecular Weight:192.2973
Molecular Formula:C13H20O
InChIKey:Not Available
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Compound 61
Molecular Weight:74.0785
Molecular Formula:C3H6O2
InChIKey:Not Available
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Compound 62
Molecular Weight:96.1702
Molecular Formula:C7H12
InChIKey:DZSNJASVIURWOG-UHFFFAOYSA-N
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Compound 63
Molecular Weight:128.169
Molecular Formula:C7H12O2
InChIKey:DETYZTFNQMMQTN-UHFFFAOYSA-N
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Compound 64
Molecular Weight:300.2629
Molecular Formula:C16H12O6
InChIKey:YLGAWIRDSWGSAQ-NLMSEULYSA-N
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Compound 65
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 66
Molecular Weight:132.2023
Molecular Formula:C10H12
InChIKey:HECLRDQVFMWTQS-UHFFFAOYSA-N
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Compound 67
Molecular Weight:150.2176
Molecular Formula:C10H14O
InChIKey:Not Available
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Compound 68
Molecular Weight:166.217
Molecular Formula:C10H14O2
InChIKey:YGMNGQDLUQECTO-UHFFFAOYSA-N
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Compound 69
Molecular Weight:482.653
Molecular Formula:C33H38O3
InChIKey:ISOAPKGLDWRSPP-SHHOIMCASA-N
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Compound 70
Molecular Weight:514.6518
Molecular Formula:C33H38O5
InChIKey:XBMQZQPOJYZQEO-LKUDQCMESA-N
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Compound 71
Molecular Weight:210.3126
Molecular Formula:C13H22O2
InChIKey:OGIOUDDBTJETGE-NINQBHAZSA-N
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Compound 72
Molecular Weight:226.312
Molecular Formula:C13H22O3
InChIKey:SGAWISDTAXCOOX-VGCABKPYSA-N
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Compound 73
Molecular Weight:Not Available
Molecular Formula:(CH2)nC8H12O
InChIKey:UOWFXJZTUATPHX-SECBINFHSA-N
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Compound 74
Molecular Weight:Not Available
Molecular Formula:(CH2)nC7H10O2
InChIKey:HRTNVIVURBUNGM-CSMHCCOUSA-N
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Compound 75
Molecular Weight:210.2695
Molecular Formula:C12H18O3
InChIKey:HIGLRHIPBSCOTL-ZROCKMJXSA-N
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Compound 76
Molecular Weight:226.2689
Molecular Formula:C12H18O4
InChIKey:YFIHJXOSPFXLRQ-MPHZFXJMSA-N
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Compound 77
Molecular Weight:300.4782
Molecular Formula:C21H32O
InChIKey:BFJUQSMRWWZWGG-PMXFJJPDSA-N
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Compound 78
Molecular Weight:476.69
Molecular Formula:C32H44O3
InChIKey:GMIMOFOQSRGMQC-HUBSJIIDSA-N
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Compound 79
Molecular Weight:84.1164
Molecular Formula:C5H8O
InChIKey:ICMWSAALRSINTC-UHFFFAOYSA-N
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Compound 80
Molecular Weight:140.2227
Molecular Formula:C9H16O
InChIKey:MKXKQBLVHSAODX-QPJJXVBHSA-N
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Compound 81
Molecular Weight:168.2759
Molecular Formula:C11H20O
InChIKey:QGRLZQDPVRYSKI-SNVBAGLBSA-N
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Compound 82
Molecular Weight:196.286
Molecular Formula:C12H20O2
InChIKey:PLGQXTUULJHUAY-RYMQXAEESA-N
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Compound 83
Molecular Weight:110.1968
Molecular Formula:C8H14
InChIKey:DZPCYXCBXGQBRN-UHFFFAOYSA-N
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Compound 84
Molecular Weight:142.1956
Molecular Formula:C8H14O2
InChIKey:JZWIDSCLUBBBPK-UHFFFAOYSA-N
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Compound 85
Molecular Weight:142.1956
Molecular Formula:C8H14O2
InChIKey:IZDZKFOBGNRBCK-UHFFFAOYSA-N
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Compound 93
Molecular Weight:132.2023
Molecular Formula:C10H12
InChIKey:HECLRDQVFMWTQS-UHFFFAOYSA-N
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Compound 86
Molecular Weight:152.2765
Molecular Formula:C11H20
InChIKey:BCDJCVRHBXSSQH-UHFFFAOYSA-N
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Compound 87
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:RRKODOZNUZCUBN-CCAGOZQPSA-N
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Compound 88
Molecular Weight:212.2854
Molecular Formula:C12H20O3
InChIKey:HOQSMRYLMRBQCA-HJWRWDBZSA-N
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Compound 90
Molecular Weight:236.2653
Molecular Formula:C16H12O2
InChIKey:WYCXGQSQHAXLPK-VAWYXSNFSA-N
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Compound 92
Molecular Weight:150.2176
Molecular Formula:C10H14O
InChIKey:Not Available
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Compound 91
Molecular Weight:298.4623
Molecular Formula:C21H30O
InChIKey:JFGNAYZCSHYUJF-CPSFFCFKSA-N
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Compound 94
Molecular Weight:196.1999
Molecular Formula:C10H12O4
InChIKey:DFRWRKNLEYOLTM-NXEZZACHSA-N
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Compound 95
Molecular Weight:228.1987
Molecular Formula:C10H12O6
InChIKey:VRKPYTVEKILDCW-YDYPAMBWSA-N
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Compound 96
Molecular Weight:302.451
Molecular Formula:C20H30O2
InChIKey:KGMSWPSAVZAMKR-ONCXSQPRSA-N
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Compound 97
Molecular Weight:366.4486
Molecular Formula:C20H30O6
InChIKey:HAPYGVXWHYQMIJ-OHMYPHGPSA-N
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Compound 98
Molecular Weight:108.1809
Molecular Formula:C8H12
InChIKey:SOESISOWJSWAJZ-UHFFFAOYSA-N
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Compound 99
Molecular Weight:204.1773
Molecular Formula:C8H12O6
InChIKey:MISRXYSULNZVCK-UHFFFAOYSA-N
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Compound 100
Molecular Weight:144.213
Molecular Formula:C11H12
InChIKey:HWMPJLVJLSQZJL-UHFFFAOYSA-N
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Compound 101
Molecular Weight:176.2118
Molecular Formula:C11H12O2
InChIKey:GMMXNJUAEOGDKC-UHFFFAOYSA-N
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Compound 103
Molecular Weight:312.4443
Molecular Formula:C18H32O4
InChIKey:HECCLCWYSVZUIQ-IBANSRBRSA-N
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Compound 104
Molecular Weight:312.4443
Molecular Formula:C18H32O4
InChIKey:JDSRHVWSAMTSSN-BSZOFBHHSA-N
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Compound 105
Molecular Weight:156.2221
Molecular Formula:C9H16O2
InChIKey:KSLMZRLNJLVDKV-UHFFFAOYSA-N
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Compound 106
Molecular Weight:202.2475
Molecular Formula:C10H18O4
InChIKey:NFFGGRRMONUXLJ-UHFFFAOYSA-N
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Compound 107
Molecular Weight:426.6743
Molecular Formula:C29H46O2
InChIKey:ACGNVBRAISEVDK-KXVAAJAASA-N
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Compound 108
Molecular Weight:458.6731
Molecular Formula:C29H46O4
InChIKey:IAGJCHVWRDYFLU-ILMXYOPUSA-N
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Compound 109
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:KECFCCQDVZKHEQ-UHFFFAOYSA-N
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Compound 110
Molecular Weight:304.4669
Molecular Formula:C20H32O2
InChIKey:SJBBAVBBHKCGRN-UHFFFAOYSA-N
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Compound 110a
Molecular Weight:168.2328
Molecular Formula:C10H16O2
InChIKey:NKNZTRBRHDYGOC-SCZZXKLOSA-N
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Compound 111
Molecular Weight:294.4736
Molecular Formula:C22H30
InChIKey:OFFNDFRPFHJXSL-UHFFFAOYSA-N
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Compound 112
Molecular Weight:326.4724
Molecular Formula:C22H30O2
InChIKey:NWSGGKVBMRJDGX-UHFFFAOYSA-N
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Compound 113
Molecular Weight:234.3355
Molecular Formula:C18H18
InChIKey:AJOYEXYQPJJGHQ-UHFFFAOYSA-N
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Compound 114
Molecular Weight:266.3343
Molecular Formula:C18H18O2
InChIKey:BGNVTDDBJXFGJR-UHFFFAOYSA-N
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Compound 115
Molecular Weight:156.136
Molecular Formula:C7H8O4
InChIKey:RGEPWVONFIAFOF-UHFFFAOYSA-N
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Compound 116
Molecular Weight:172.1785
Molecular Formula:C8H12O4
InChIKey:MKKPFVBPPQJZAY-UHFFFAOYSA-N
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Compound 117
Molecular Weight:132.2023
Molecular Formula:C10H12
InChIKey:HECLRDQVFMWTQS-BMNUFHGDSA-N
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Compound 118
Molecular Weight:196.1999
Molecular Formula:C10H12O4
InChIKey:NHFNKZYVCOPDOR-CRYROECRSA-N
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Compound 119
Molecular Weight:202.2045
Molecular Formula:C9H14O5
InChIKey:VFJROHGCJPKMDR-RQJHMYQMSA-N
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Compound 120
Molecular Weight:290.3096
Molecular Formula:C13H22O7
InChIKey:AAVNVEPCJVLGGW-LXKPXOPUSA-N
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Compound 121
Molecular Weight:194.2701
Molecular Formula:C12H18O2
InChIKey:CIGZZLYQLQLUQO-GGWOSOGESA-N
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Compound 122
Molecular Weight:202.3352
Molecular Formula:C15H22
InChIKey:XEUKKEILJJEKDV-UHFFFAOYSA-N
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Compound 123
Molecular Weight:312.3582
Molecular Formula:C16H24O6
InChIKey:NHGXKKXNUPIYLF-UHFFFAOYSA-N
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Compound 124
Molecular Weight:338.873
Molecular Formula:C10H6Cl6
InChIKey:XCJXQCUJXDUNDN-UHFFFAOYSA-N
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Compound 125
Molecular Weight:404.886
Molecular Formula:C10H8Cl6O4
InChIKey:VMUFKBDLOAGXQJ-UHFFFAOYSA-N
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  1. 1 - 126