Standard Article

Advances in Free Radical Reactions of Organoselenium and Organotellurium Compounds

Organic Selenium and Tellurium Compounds (2012)

  1. Thomas G. Back David J. Press

Published Online: 15 SEP 2011

DOI: 10.1002/9780470682531.pat0581

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

David J. Press, T. G. B. 2011. Advances in Free Radical Reactions of Organoselenium and Organotellurium Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. Department of Chemistry, University of Calgary, Calgary, Alberta, Canada, T2N 1N4

Publication History

  1. Published Online: 15 SEP 2011

Chemistry Terms

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Abstract

Free radical reactions of organoselenium and tellurium compounds have been widely studied and exploited since the first two volumes of this series appeared. Alkyl aryl selenides and tellurides undergo alkyl C-Se or C-Te cleavage with stannanes or silanes to generate alkyl radicals that can be employed in reductions, allylations and both intermolecular and intramolecular additions to a large variety of unsaturated substrates, terminated by either hydrogen or arylchalcogen transfer. Selenoesters, telluroesters and related species generate acyl radicals that are useful in overall decarboxylations of carboxylic acids, and in addition and radical cyclization processes, including cascade reactions of polyenes to afford polycyclic products. Homolytic cleavage of diselenides and ditellurides produces selenyl and telluryl radicals that can be employed in additions to unsaturated acceptors, while the dichalcogenides themselves function as effective trapping agents for radicals produced in a variety of other ways, as from Barton thiohydroxamates. Selenols are efficient hydrogen donors that are of importance in kinetic studies of radical processes. When selenium and tellurium are joined to other heteroatoms, the resulting reagents effect radical 1,2-additions to unsaturated substrates, as in the case of selenosulfonation and azidoselenenylation reactions. Other radical processes include oxidations, SH2 substitutions, single electron transfers, extrusions and fragmentations, and reactions performed on solid supports. The synthetic utility of these processes, as well as mechanistic considerations are covered in this chapter.

Keywords:

  • reductions;
  • oxidations;
  • radical additions;
  • radical cyclizations;
  • radical trapping;
  • hydrogen transfer;
  • SH2 reactions

Featured Compounds

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  1. 1 - 250
Compound 2
Molecular Weight:238.2796
Molecular Formula:C13H18O4
InChIKey:RRJPOJBNAFGJHW-RYUDHWBXSA-N
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Compound 5
Molecular Weight:212.2869
Molecular Formula:C15H16O
InChIKey:QEAYDFLRISDVKM-OAHLLOKOSA-N
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Compound 8
Molecular Weight:136.191
Molecular Formula:C9H12O
InChIKey:PLKSMSKTENNPEJ-MRVPVSSYSA-N
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Compound 11
Molecular Weight:180.2435
Molecular Formula:C11H16O2
InChIKey:UQQFAMVIIHEVMU-NSHDSACASA-N
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Compound 14
Molecular Weight:180.2435
Molecular Formula:C11H16O2
InChIKey:UQQFAMVIIHEVMU-LLVKDONJSA-N
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Compound 1
Molecular Weight:393.34
Molecular Formula:C19H22O4Se
InChIKey:OKIJQCJNOXRYBA-QRQLOZEOSA-N
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Compound 4
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 10
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 13
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 17
Molecular Weight:239.3553
Molecular Formula:C17H21N
InChIKey:SCVDOCWQQLTWAQ-QGZVFWFLSA-N
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Compound 16
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 15
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 402
Molecular Weight:142.1094
Molecular Formula:C6H6O4
InChIKey:VHILMKFSCRWWIJ-UHFFFAOYSA-N
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Compound 19
Molecular Weight:516.7862
Molecular Formula:C33H44O3Si
InChIKey:GLIHSEUWOIGHKA-WIQGVFEGSA-N
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Compound 21
Molecular Weight:436.54
Molecular Formula:C27H32O5
InChIKey:CCKHWVTZOGEGHP-RAVGUYNFSA-N
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Compound 23
Molecular Weight:488.7745
Molecular Formula:C29H48O4Si
InChIKey:WPNANJHHZISSID-DQFOBABISA-N
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Compound 25
Molecular Weight:204.2649
Molecular Formula:C13H16O2
InChIKey:Not Available
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Compound 27
Molecular Weight:370.5665
Molecular Formula:C22H42O4
InChIKey:SIPLLKVCTJVSSB-PLACYPQZSA-N
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Compound 29
Molecular Weight:424.5293
Molecular Formula:C26H32O5
InChIKey:KEJDJKAUNVDXJX-ZLNRFVROSA-N
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Compound 31
Molecular Weight:601.6861
Molecular Formula:C35H39NO8
InChIKey:KIKJDJYORCECAN-FDDWYPAKSA-N
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Compound 18
Molecular Weight:671.84
Molecular Formula:C39H48O3SeSi
InChIKey:PUPRMQARMKZMOK-WRFUWOSHSA-N
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Compound 20
Molecular Weight:591.6
Molecular Formula:C33H36O5Se
InChIKey:DXFGUHOMGYMEPN-ISBPOBPSSA-N
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Compound 22
Molecular Weight:643.83
Molecular Formula:C35H52O4SeSi
InChIKey:MTKYXNNXHNEJGW-SESXGGOLSA-N
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Compound 24
Molecular Weight:359.32
Molecular Formula:C19H20O2Se
InChIKey:JZKVYUYITRVKEM-UHFFFAOYSA-N
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Compound 26
Molecular Weight:525.62
Molecular Formula:C28H46O4Se
InChIKey:DTKVQCQWGAMPHK-RFNQJFSXSA-N
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Compound 28
Molecular Weight:579.59
Molecular Formula:C32H36O5Se
InChIKey:NSTSOYBFGFKZGD-MFOYMVSRSA-N
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Compound 30
Molecular Weight:756.74
Molecular Formula:C41H43NO8Se
InChIKey:GZDIOYVSYGHNSE-ZZHLCCNGSA-N
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Compound 32
Molecular Weight:316.3
Molecular Formula:C17H19NSe
InChIKey:HXHBNMJDRZVHOP-LWKPJOBUSA-N
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Compound 34
Molecular Weight:402.43
Molecular Formula:C22H29NOSe
InChIKey:LXUHZHMOTHZQGR-NHCUHLMSSA-N
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Compound 36
Molecular Weight:468.51
Molecular Formula:C25H27NOSSe
InChIKey:OYAGRCUYHWTLLY-PNTFMKQHSA-N
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Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 33
Molecular Weight:161.2435
Molecular Formula:C11H15N
InChIKey:FTUSZADPSPPGFA-UMJHXOGRSA-N
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Compound 35
Molecular Weight:177.715
Molecular Formula:C9H20ClN
InChIKey:SXROKZGSWIUYCJ-OULXEKPRSA-N
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Compound 37
Molecular Weight:239.3123
Molecular Formula:C16H17NO
InChIKey:AMKKGQHJSHOQKY-INIZCTEOSA-N
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Compound 39
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 40
Molecular Weight:382.4
Molecular Formula:C22H25NSe
InChIKey:CFEZFDIUJQHPEX-UHFFFAOYSA-N
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Compound 41
Molecular Weight:227.3446
Molecular Formula:C16H21N
InChIKey:KUHBVQCKFHSRNT-UHFFFAOYSA-N
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Compound 42
Molecular Weight:467.46
Molecular Formula:C22H32N2O4Se
InChIKey:MZFKXKDCXRLUAS-XWTMOSNGSA-N
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Compound 43
Molecular Weight:312.4045
Molecular Formula:C16H28N2O4
InChIKey:DLJINHUPVVAPTP-GRYCIOLGSA-N
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Compound cis-32
Molecular Weight:316.3
Molecular Formula:C17H19NSe
InChIKey:HXHBNMJDRZVHOP-WBVHZDCISA-N
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Compound cis-33
Molecular Weight:161.2435
Molecular Formula:C11H15N
InChIKey:FTUSZADPSPPGFA-ONGXEEELSA-N
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Compound trans-32
Molecular Weight:316.3
Molecular Formula:C17H19NSe
InChIKey:HXHBNMJDRZVHOP-RDJZCZTQSA-N
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Compound trans-33
Molecular Weight:161.2435
Molecular Formula:C11H15N
InChIKey:FTUSZADPSPPGFA-KOLCDFICSA-N
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Compound 44
Molecular Weight:487.36
Molecular Formula:C20H24O9Se
InChIKey:BZEPSHSXWNWSCD-OBKDMQGPSA-N
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Compound 45
Molecular Weight:333.3094
Molecular Formula:C14H20O9
InChIKey:Not Available
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Compound 46
Molecular Weight:505.42
Molecular Formula:C24H26O7Se
InChIKey:RONVILKCGYOXSZ-NUWDHACESA-N
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Compound 47
Molecular Weight:350.3631
Molecular Formula:C18H22O7
InChIKey:PIDGPSRQBLBAOF-IWGURSETSA-N
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Compound 49
Molecular Weight:313.333
Molecular Formula:C11H15N5O4S
InChIKey:KYBSNWVMJVWULY-IOSLPCCCSA-N
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Compound 48
Molecular Weight:740.64
Molecular Formula:C32H31N5O9SSe
InChIKey:YWCZXEBHLBEXNM-YXXFVJCVSA-N
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Compound 50
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 51
Molecular Weight:337.32
Molecular Formula:C17H22O2Se
InChIKey:FWZQYGNXXOGDBX-QGUQNAGSSA-N
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Compound 52
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 431
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 53
Molecular Weight:313.2
Molecular Formula:C14H12F2OSe
InChIKey:ZYPNPPVLTXYRGQ-UHFFFAOYSA-N
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Compound 54
Molecular Weight:471.22
Molecular Formula:C18H40O6Sn
InChIKey:DHTJQZWPFGLMME-UHFFFAOYSA-N
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Compound 55
Molecular Weight:475.11
Molecular Formula:C12H5F13Se
InChIKey:YTIXFYUVEXSRIE-UHFFFAOYSA-N
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Compound 56
Molecular Weight:268.4671
Molecular Formula:C15H28O2Si
InChIKey:BUSJYYSTJLLNEN-UHFFFAOYSA-N
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Compound 57
Molecular Weight:684.7
Molecular Formula:C33H39N3O6SSe
InChIKey:YVMQEHCPGOAZCT-HKYFWETQSA-N
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Compound 58
Molecular Weight:401.4959
Molecular Formula:C23H31NO5
InChIKey:LIDDPKKEUMGBDV-XWSHUIEDSA-N
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Compound 60
Molecular Weight:275.3428
Molecular Formula:C16H21NO3
InChIKey:XJVKVUOTHDEQLG-UHFFFAOYSA-N
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Compound 59
Molecular Weight:430.4
Molecular Formula:C22H25NO3Se
InChIKey:JNQVFMYSLZBFMQ-UHFFFAOYSA-N
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Compound 61
Molecular Weight:381.28
Molecular Formula:C17H18O5Se
InChIKey:SVZONRYSHDMCMT-LOUJCGABSA-N
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Compound 62
Molecular Weight:226.2259
Molecular Formula:C11H14O5
InChIKey:ONNBZJWRDALNDD-KDXUFGMBSA-N
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Compound 63
Molecular Weight:228.2417
Molecular Formula:C11H16O5
InChIKey:PMXCABOKYNXFFJ-DOLQZWNJSA-N
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Compound 64
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 66
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 67
Molecular Weight:335.9
Molecular Formula:C15H12OTe
InChIKey:AATILZDZUJDYBM-PTNGSMBKSA-N
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Compound 306
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 69
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 70
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 71
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 72
Molecular Weight:384.45
Molecular Formula:C17H27NO2SeSi
InChIKey:MMLPXKXEGVSOEV-IVMMDQJWSA-N
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Compound 73
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 74
Molecular Weight:542.48
Molecular Formula:C30H25NO4Se
InChIKey:GROCCLHBTSXWBV-OZNIXHKMSA-N
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Compound 75
Molecular Weight:243.2994
Molecular Formula:C12H21NO4
InChIKey:RCCGXVFBPULEJQ-UHFFFAOYSA-N
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Compound 76
Molecular Weight:628.7545
Molecular Formula:C37H44N2O7
InChIKey:YISRPAMIUCEVHF-PTKNQCIKSA-N
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Compound 77
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 78
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 79
Molecular Weight:343.17
Molecular Formula:C11H15F2O3PSe
InChIKey:IDQJXKJIFZIKAX-UHFFFAOYSA-N
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Compound 80
Molecular Weight:359.23
Molecular Formula:C11H15F2O2PSSe
InChIKey:FPWIGWRRCPIACU-UHFFFAOYSA-N
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Compound 81
Molecular Weight:347.12
Molecular Formula:C15H32OSn
InChIKey:YBSLVPSUHGFXOJ-UHFFFAOYSA-M
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Compound 82
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 85
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 606
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 86
Molecular Weight:315.22
Molecular Formula:C13H16O4Se
InChIKey:ZXPSYKWTEUQRRD-UHFFFAOYSA-N
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Compound 87
Molecular Weight:271.17
Molecular Formula:C11H12O3Se
InChIKey:PGWYSBZFUHCJTM-UHFFFAOYSA-N
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Compound 88
Molecular Weight:353.29
Molecular Formula:C15H14O3SSe
InChIKey:KUERGHDXYNOUAA-UHFFFAOYSA-N
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Compound 89
Molecular Weight:443.27
Molecular Formula:C15H26O6P2Se
InChIKey:OFXBYNSYPDYDKP-UHFFFAOYSA-N
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Compound 90
Molecular Weight:275.29
Molecular Formula:C10H12S2Se
InChIKey:ZSQGCTATFVMTHK-UHFFFAOYSA-N
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Compound 91
Molecular Weight:259.16
Molecular Formula:C10H12O3Se
InChIKey:UKSIAKMLPJDEIF-UHFFFAOYSA-N
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Compound 92
Molecular Weight:287.17
Molecular Formula:C11H12O4Se
InChIKey:HHYISWDRYGRVSR-UHFFFAOYSA-N
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Compound 93
Molecular Weight:301.2
Molecular Formula:C12H14O4Se
InChIKey:YGBCNNMDBRIMGN-UHFFFAOYSA-N
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Compound 94
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 95
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 96
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 97
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 98
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 99
Molecular Weight:235.14
Molecular Formula:C10H8N2Se
InChIKey:NYKQOHZANIATFP-UHFFFAOYSA-N
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Compound 101
Molecular Weight:379.43
Molecular Formula:C17H24N2OSeSi
InChIKey:FQSFTAUOODKZAK-UHFFFAOYSA-N
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Compound 102
Molecular Weight:258.3984
Molecular Formula:C18H26O
InChIKey:QCYKOPNMNGHNQQ-DJIMGWMZSA-N
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Compound 103
Molecular Weight:493.54
Molecular Formula:C28H34N2OSe
InChIKey:FIXFYNRTADAKIE-MYCYEZBNSA-N
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Compound 104
Molecular Weight:637.83
Molecular Formula:C35H50N2O2SeSi
InChIKey:BZAMADXPQYIIDW-JMSBNOGBSA-N
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Compound anti-(100)
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound syn-(100)
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 105
Molecular Weight:274.43
Molecular Formula:C7H5Cl3Se
InChIKey:RMNNOGUCYVJBLR-UHFFFAOYSA-N
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Compound 106
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 532
Molecular Weight:136.234
Molecular Formula:C10H16
InChIKey:Not Available
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Compound 107
Molecular Weight:410.67
Molecular Formula:C17H21Cl3Se
InChIKey:RLAAJXMVIDMULE-UHFFFAOYSA-N
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Compound 108
Molecular Weight:279.14
Molecular Formula:C10H10F2O2Se
InChIKey:WKOPMIMGVSPKRR-UHFFFAOYSA-N
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Compound 109
Molecular Weight:349.23
Molecular Formula:C14H16F2O3Se
InChIKey:URJWZODIMADOOP-UHFFFAOYSA-N
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Compound 110
Molecular Weight:110.1106
Molecular Formula:C6H6O2
InChIKey:UOJMBOVGSKPEHF-XINAWCOVSA-N
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Compound 113
Molecular Weight:550
Molecular Formula:C21H26O9Te
InChIKey:VMBJHVWZEDZXDT-AWGDKMGJSA-N
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Compound 114
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 115
Molecular Weight:277.9
Molecular Formula:C9H14SiTe
InChIKey:ZUDBMPZSWWZQPO-UHFFFAOYSA-N
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Compound 116
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 118
Molecular Weight:407.36
Molecular Formula:C23H20O2Se
InChIKey:FCBXTPVHTXLOHO-UHFFFAOYSA-N
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Compound 119
Molecular Weight:292.3716
Molecular Formula:C20H20O2
InChIKey:PWWANJMBTQRPIQ-UHFFFAOYSA-N
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Compound 120
Molecular Weight:251.2998
Molecular Formula:C17H15O2
InChIKey:FXRZMDJIFCVSJD-UHFFFAOYSA-N
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Compound 121
Molecular Weight:291.25
Molecular Formula:C15H16OSe
InChIKey:FKKXGAQHKVJPAQ-IUODEOHRSA-N
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Compound 122
Molecular Weight:316.3
Molecular Formula:C17H19NSe
InChIKey:HXHBNMJDRZVHOP-WBVHZDCISA-N
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Compound 123
Molecular Weight:470.44
Molecular Formula:C23H21NO3SSe
InChIKey:MVDBOZQTCQXMBY-UHFFFAOYSA-N
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Compound 124
Molecular Weight:389.16
Molecular Formula:C17H34O2Sn
InChIKey:OVLFNUSZGCRANB-UHFFFAOYSA-N
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Compound 125
Molecular Weight:403.19
Molecular Formula:C18H36O2Sn
InChIKey:CHNKRIGYIYMYEZ-UHFFFAOYSA-N
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Compound 126
Molecular Weight:343.14
Molecular Formula:C16H32Sn
InChIKey:OEENDSGGUFQDGG-UHFFFAOYSA-N
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Compound 127
Molecular Weight:345.15
Molecular Formula:C16H34Sn
InChIKey:CYIUFVYZGOCGEV-UHFFFAOYSA-N
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Compound 128
Molecular Weight:345.15
Molecular Formula:C16H34Sn
InChIKey:HDDSEBPIVXXGGL-ZQIHSQCASA-N
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Compound 129
Molecular Weight:359.18
Molecular Formula:C17H36Sn
InChIKey:XEFRYQPTIWSVGI-UHFFFAOYSA-N
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Compound 130
Molecular Weight:445.27
Molecular Formula:C21H42O2Sn
InChIKey:VEPAJKUUDADGDZ-UHFFFAOYSA-N
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Compound 131
Molecular Weight:548.69
Molecular Formula:C28H43NO3SeSi
InChIKey:UZDSWHPYDCVGPQ-BXXZMZEQSA-N
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Compound 132
Molecular Weight:609.89
Molecular Formula:C31H54O3SeSi2
InChIKey:LKGNNHYPWCESBV-GWAMFUQBSA-N
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Compound 133
Molecular Weight:283.22
Molecular Formula:C13H16O2Se
InChIKey:XJBPKLFWIFBKGA-UHFFFAOYSA-N
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Compound 134
Molecular Weight:Not Available
Molecular Formula:(CH2)nC14H16O2Se
InChIKey:JROSKOGECDPUAQ-IVWNZMSVSA-N
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Compound 135
Molecular Weight:Not Available
Molecular Formula:(CH2)nC14H16O2Se
InChIKey:AUOHAMCGCBRWNR-ZDUSSCGKSA-N
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Compound 136
Molecular Weight:Not Available
Molecular Formula:(CH2)nC20H30O2SeSi
InChIKey:GPZXEKDTNNMFTJ-DUSLRRAJSA-N
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Compound 137
Molecular Weight:Not Available
Molecular Formula:(CH2)nC15H18O2Se
InChIKey:UWDOBJWDONQVFC-AFYYWNPRSA-N
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Compound 138
Molecular Weight:Not Available
Molecular Formula:(CH2)nC13H14OSe
InChIKey:SNWZFCPXRITGSU-GFCCVEGCSA-N
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Compound 139
Molecular Weight:Not Available
Molecular Formula:(CH2)nC7H10O
InChIKey:ZOUYMLXOFDNVRK-ULUSZKPHSA-N
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Compound 140a
Molecular Weight:355.45
Molecular Formula:C17H28OSeSi
InChIKey:APEZZMRWTYUXEF-UHFFFAOYSA-N
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Compound 140b
Molecular Weight:327.4
Molecular Formula:C15H24OSeSi
InChIKey:MKPVEEWCEOJAGN-UHFFFAOYSA-N
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Compound 142
Molecular Weight:317.28
Molecular Formula:C17H18OSe
InChIKey:XLAHIFQHJQWEIW-UHFFFAOYSA-N
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Compound 144a
Molecular Weight:257.25
Molecular Formula:C11H14SSe
InChIKey:LBTSTYVEDVKQOS-UHFFFAOYSA-N
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Compound 144b
Molecular Weight:289.25
Molecular Formula:C11H14O2SSe
InChIKey:WIIBATSPRCSXKR-UHFFFAOYSA-N
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Compound 145
Molecular Weight:281.21
Molecular Formula:C13H14O2Se
InChIKey:GLAVFEWGLCTECN-UHFFFAOYSA-N
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Compound 146
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 401
Molecular Weight:84.0734
Molecular Formula:C4H4O2
InChIKey:IMAKHNTVDGLIRY-UHFFFAOYSA-N
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Compound 147
Molecular Weight:594.5
Molecular Formula:C31H32O2Se2
InChIKey:KMAZUQGTRIIQSM-RUZDIDTESA-N
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Compound 148
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 149
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 151
Molecular Weight:196.286
Molecular Formula:C12H20O2
InChIKey:QLIGRKHQMFHAJW-UHFFFAOYSA-N
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Compound 150
Molecular Weight:351.34
Molecular Formula:C18H24O2Se
InChIKey:YMMVENKZCGKCCJ-UHFFFAOYSA-N
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Compound 152
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 153a
Molecular Weight:679.55
Molecular Formula:C34H33O8PSe
InChIKey:RCCKTNYRFKGJEM-GPYWBMRESA-N
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Compound 153b
Molecular Weight:679.55
Molecular Formula:C34H33O8PSe
InChIKey:RCCKTNYRFKGJEM-ZDVOIXAGSA-N
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Compound 155
Molecular Weight:274.3117
Molecular Formula:C16H18O4
InChIKey:WNWZIQUJMNTNLQ-JMDOCYRQSA-N
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Compound 156
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 157
Molecular Weight:Not Available
Molecular Formula:(CH2)m(CH2)nC14H15NO2Se
InChIKey:LPLBQYKWVWFRIO-UHFFFAOYSA-N
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Compound 158
Molecular Weight:636.78
Molecular Formula:C30H43NO5SSeSi
InChIKey:KAVZRKATRHGTCX-MHZLTWQESA-N
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Compound 159a
Molecular Weight:358.29
Molecular Formula:C18H17NO2Se
InChIKey:KQIRFHMGZFLPAO-UHFFFAOYSA-N
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Compound 159b
Molecular Weight:371.33
Molecular Formula:C19H20N2OSe
InChIKey:PSZRFVYJSXDTAJ-UHFFFAOYSA-N
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Compound 160
Molecular Weight:Not Available
Molecular Formula:(CH2)nC22H36O2SeSn
InChIKey:ZPVSMQCOOLFWKQ-UHFFFAOYSA-N
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Compound 161
Molecular Weight:390.4204
Molecular Formula:C22H24F2O4
InChIKey:RRMQLCATLAQOEK-KQLYMOGASA-N
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Compound 162
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 163
Molecular Weight:526.5797
Molecular Formula:C31H30N2O6
InChIKey:KTOHMUUUBZPPLU-DUFKRMHYSA-N
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Compound 164
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 165
Molecular Weight:567.53
Molecular Formula:C33H28O4Se
InChIKey:BQTHSBHVMQBKBR-UHFFFAOYSA-N
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Compound 166
Molecular Weight:412.4771
Molecular Formula:C27H24O4
InChIKey:JPGRAHGLVNPNCM-KNTRCKAVSA-N
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Compound 167
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 168a
Molecular Weight:333.33
Molecular Formula:C18H22OSe
InChIKey:BLJDZMUNULWERZ-MAUKXSAKSA-N
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Compound 168b
Molecular Weight:333.33
Molecular Formula:C18H22OSe
InChIKey:BLJDZMUNULWERZ-CRAIPNDOSA-N
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Compound 170
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 169
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 357
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 171
Molecular Weight:489.58
Molecular Formula:C25H34O3SeSi
InChIKey:RCMDMGZJNUUQDN-ROHNOIKCSA-N
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Compound 172
Molecular Weight:334.5252
Molecular Formula:C19H30O3Si
InChIKey:IQRBHEPSBNFHEY-XNWWYGABSA-N
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Compound 173
Molecular Weight:334.5252
Molecular Formula:C19H30O3Si
InChIKey:AOIULYRAMQWRCU-QYZOEREBSA-N
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Compound 174
Molecular Weight:449.52
Molecular Formula:C22H30O3SeSi
InChIKey:KBYQGIHFTWGDHH-MLNNCEHLSA-N
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Compound 175
Molecular Weight:294.4613
Molecular Formula:C16H26O3Si
InChIKey:SCWHSIJAIGNXMX-DERJNBNXSA-N
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Compound 176
Molecular Weight:294.4613
Molecular Formula:C16H26O3Si
InChIKey:XMAZXNPCDOBKIR-PMPSAXMXSA-N
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Compound 177
Molecular Weight:379.4
Molecular Formula:C20H28O2Se
InChIKey:GCTPAJVEIDADQV-UHFFFAOYSA-N
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Compound 178
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 179
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 180
Molecular Weight:Not Available
Molecular Formula:(CH2)nC13H13NOSe
InChIKey:PMCKIIDGFGIGIS-UHFFFAOYSA-N
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Compound 181a
Molecular Weight:292.24
Molecular Formula:C14H15NOSe
InChIKey:KNLXZARPLBGLPO-UHFFFAOYSA-N
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Compound 181b
Molecular Weight:306.26
Molecular Formula:C15H17NOSe
InChIKey:JYEAXKHZQOBGHC-UHFFFAOYSA-N
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Compound 182
Molecular Weight:575.67
Molecular Formula:C29H40O5SeSi
InChIKey:DRUVBPCTZNYHQF-ZNEPWEJUSA-N
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Compound 183
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 184
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 185
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 186
Molecular Weight:280.27
Molecular Formula:C14H19NSe
InChIKey:ZMQBVMMITDGVAD-UHFFFAOYSA-N
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Compound 187
Molecular Weight:422.21
Molecular Formula:C15H22INSe
InChIKey:ZACQBRBABODTRF-UHFFFAOYSA-M
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Compound 188
Molecular Weight:267.1504
Molecular Formula:C9H18IN
InChIKey:CVVLQHDGWNUSFV-UHFFFAOYSA-M
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Compound 189a
Molecular Weight:498.6
Molecular Formula:C29H41NOSe
InChIKey:DMGTXAZYQKIOMZ-UHFFFAOYSA-N
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Compound 189b
Molecular Weight:498.6
Molecular Formula:C29H41NOSe
InChIKey:DMGTXAZYQKIOMZ-UHFFFAOYSA-N
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Compound 190
Molecular Weight:344.31
Molecular Formula:C18H19NOSe
InChIKey:FYTMWOZBRWRMEQ-UHFFFAOYSA-N
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Compound 191
Molecular Weight:282.24
Molecular Formula:C13H17NOSe
InChIKey:NMEDDEZIPFXQDQ-UHFFFAOYSA-N
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Compound 192
Molecular Weight:436.53
Molecular Formula:C24H39NOSe
InChIKey:JJOKIUAKCINHLM-IRMYBRCSSA-N
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Compound 194
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 195
Molecular Weight:592.7
Molecular Formula:C32H39NO3SeSi
InChIKey:VJGUQMPPLPXOTE-DJIBURDWSA-N
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Compound 196
Molecular Weight:189.2536
Molecular Formula:C12H15NO
InChIKey:WFRBLBZSMOLDFD-KOLCDFICSA-N
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Compound 197a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 198
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 197b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 199
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 200
Molecular Weight:328.31
Molecular Formula:C18H19NSe
InChIKey:DQAXZXSBKUMUIS-UHFFFAOYSA-N
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Compound 201
Molecular Weight:173.2542
Molecular Formula:C12H15N
InChIKey:WMRDPMFRDQUFJG-UHFFFAOYSA-N
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Compound 202
Molecular Weight:339.33
Molecular Formula:C20H20Se
InChIKey:IAYSHCTUAGTXEF-UYAOXDASSA-N
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Compound 203
Molecular Weight:411.44
Molecular Formula:C24H28OSe
InChIKey:HXYUEGHGACFHFC-UZYVYHOESA-N
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Compound 204
Molecular Weight:283.22
Molecular Formula:C13H16O2Se
InChIKey:AEEDSVOSAAQPKA-STQMWFEESA-N
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Compound 205
Molecular Weight:337.23
Molecular Formula:C15H14O4Se
InChIKey:MRSLCUBNECBRDY-QEQOOXKLSA-N
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Compound 206
Molecular Weight:182.1733
Molecular Formula:C9H10O4
InChIKey:PXKYIQPJOYIJRI-XVMARJQXSA-N
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Compound 207
Molecular Weight:182.1733
Molecular Formula:C9H10O4
InChIKey:AIGJYXSUQHRCKQ-DSYKOEDSSA-N
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Compound 209
Molecular Weight:418.6416
Molecular Formula:C24H38O4Si
InChIKey:DVYQDAGLJBQEQB-IWORHSITSA-N
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Compound 208
Molecular Weight:573.7
Molecular Formula:C30H42O4SeSi
InChIKey:PERKFOPZRRRFEG-UHFFFAOYSA-N
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Compound 211
Molecular Weight:518.6746
Molecular Formula:C26H38N2O7Si
InChIKey:PLYKSWQSSZXXRZ-LAWGRKGOSA-N
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Compound 210
Molecular Weight:673.73
Molecular Formula:C32H42N2O7SeSi
InChIKey:NLKOTLPSKVNHAV-ZZUNZPRPSA-N
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Compound 212a
Molecular Weight:327.23
Molecular Formula:C14H16O4Se
InChIKey:SDPNZVPMJIFRIM-UHFFFAOYSA-N
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Compound 212b
Molecular Weight:297.21
Molecular Formula:C13H14O3Se
InChIKey:GTKIAQIZYXYMTH-UHFFFAOYSA-N
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Compound 213
Molecular Weight:366.31
Molecular Formula:C17H21NO3Se
InChIKey:SVHXMWOGBVCQIY-UHFFFAOYSA-N
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Compound 214
Molecular Weight:289.23
Molecular Formula:C14H14N2Se
InChIKey:XGHKFYUWUILBHH-UHFFFAOYSA-N
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Compound 215
Molecular Weight:385.31
Molecular Formula:C17H22O5Se
InChIKey:SQKUAAIXZCUQCW-UHFFFAOYSA-N
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Compound 216
Molecular Weight:535.65
Molecular Formula:C27H40O4SeSi
InChIKey:MEGOXEFWMRAKJN-PRLJSNIPSA-N
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Compound 217
Molecular Weight:299.22
Molecular Formula:C13H16O3Se
InChIKey:FUGQIGWTOZIHRT-UHFFFAOYSA-N
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Compound 218
Molecular Weight:259.17
Molecular Formula:C12H8N2Se
InChIKey:VEDHGJAKMMUJOT-UHFFFAOYSA-N
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Compound 219
Molecular Weight:423.48
Molecular Formula:C20H28O3SeSi
InChIKey:ISIDLYVRHQCRBQ-FIWHBWSRSA-N
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Compound 220
Molecular Weight:386.35
Molecular Formula:C20H21NO2Se
InChIKey:QMUCXZZDRHLJCY-ONEGZZNKSA-N
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Compound 221
Molecular Weight:229.2744
Molecular Formula:C14H15NO2
InChIKey:XKBTULGXDWKYLG-ZYHUDNBSSA-N
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Compound 222
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 223
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 224
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 225
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 226
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 227
Molecular Weight:548.53
Molecular Formula:C33H27NO2Se
InChIKey:PQMPTOUIQNIQRT-YQCHCMBFSA-N
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Compound 228
Molecular Weight:213.254
Molecular Formula:C9H11NO3S
InChIKey:SRPRGBGUVKSRJX-NTMALXAHSA-N
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Compound 229
Molecular Weight:650.49
Molecular Formula:C31H28N2O4Se2
InChIKey:SZVHYDJBTHQHEU-QNUSBDLNSA-N
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Compound 231
Molecular Weight:495.56
Molecular Formula:C28H36N2OSe
InChIKey:IEGZXOMMJMRBRV-OLFWJLLRSA-N
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Compound 230
Molecular Weight:340.3731
Molecular Formula:C19H20N2O4
InChIKey:ITUYKLWHBFZFSP-ROJAXVNGSA-N
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Compound 232
Molecular Weight:208.3398
Molecular Formula:C14H24O
InChIKey:QAOIXJCIVCACMN-CZKGIMFJSA-N
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Compound 233
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 234
Molecular Weight:303.26
Molecular Formula:C15H16N2Se
InChIKey:POZJCXXKNYUFOG-UHFFFAOYSA-N
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Compound 236
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 237
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 238
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 239
Molecular Weight:296.31
Molecular Formula:C15H23NSe
InChIKey:XCRWQPAENSWGFU-FOWTUZBSSA-N
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Compound 240
Molecular Weight:381.41
Molecular Formula:C20H30O2Se
InChIKey:GGJJZUWKVXRROV-UHFFFAOYSA-N
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Compound 241
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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