Standard Article

Osmium Tetroxide–Potassium Ferricyanide

  1. Yun Gao1,
  2. Young Cheun2

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.ro010.pub2

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Gao, Y. and Cheun, Y. 2013. Osmium Tetroxide–Potassium Ferricyanide. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. 1

    Sepracor, Marlborough, MA, USA

  2. 2

    The University of Texas, Austin, TX, USA

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

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(OsO4) [20816-12-0] O4Os (MW 254.20)

InChI = 1S/4O.Os

InChIKey = VUVGYHUDAICLFK-UHFFFAOYSA-N

(K3Fe(CN)6) [13746-66-2] C6FeK3N6 (MW 329.27)

InChI = 1S/6CN.Fe.3K/c6*1-2;;;;/q6*-1;+3;3*+1

InChIKey = BYGOPQKDHGXNCD-UHFFFAOYSA-N

(cis dihydroxylation of alkenes; asymmetric dihydroxylation of alkenes, enynes, polyenes, and enol ethers)

Physical Data: K3Fe(CN)6: orange crystals, d 1.89 g cm−3. See also Osmium Tetroxide.

Solubility: K3Fe(CN)6: sol water (0.33 g mL−1 at 4 °C, 0.78 g mL−1 at 100 °C); slightly sol alcohol; decomposed by acids.

Handling, Storage, and Precautions: K3Fe(CN)6: wear gloves and goggles. The aqueous solution decomposes slowly on standing. Store away from light. This reagent system should be used in a fume hood. See also Osmium Tetroxide.

Featured Compounds

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  1. 1 - 99
Compound Information
Molecular Weight:42.0797
Molecular Formula:C3H6
InChIKey:QQONPFPTGQHPMA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:76.0944
Molecular Formula:C3H8O2
InChIKey:Not Available
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Compound Information
Molecular Weight:254.23
Molecular Formula:O4Os
InChIKey:Not Available
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Compound Information
Molecular Weight:56.1056
Molecular Formula:HKO
InChIKey:KWYUFKZDYYNOTN-UHFFFAOYSA-M
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Compound Information
Molecular Weight:329.244
Molecular Formula:C6FeK3N6
InChIKey:BYGOPQKDHGXNCD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:104.1491
Molecular Formula:C8H8
InChIKey:PPBRXRYQALVLMV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:PWMWNFMRSKOCEY-QMMMGPOBSA-N
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Compound Information
Molecular Weight:807.0333
Molecular Formula:C50H58N6O4
InChIKey:GIEUXNMCTFSWIM-DTCYCRAPSA-N
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Compound Information
Molecular Weight:138.2055
Molecular Formula:CK2O3
InChIKey:BWHMMNNQKKPAPP-UHFFFAOYSA-L
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Compound Information
Molecular Weight:74.1216
Molecular Formula:C4H10O
InChIKey:DKGAVHZHDRPRBM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:PWMWNFMRSKOCEY-MRVPVSSYSA-N
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Compound Information
Molecular Weight:807.0333
Molecular Formula:C50H58N6O4
InChIKey:GIEUXNMCTFSWIM-HUCUPNGRSA-N
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Compound Information
Molecular Weight:909.1666
Molecular Formula:C58H64N6O4
InChIKey:RRHJMTHCZNVPKD-XYDCSMITSA-N
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Compound Information
Molecular Weight:909.1666
Molecular Formula:C58H64N6O4
InChIKey:RRHJMTHCZNVPKD-QHKROJCVSA-N
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Compound Information
Molecular Weight:140.2658
Molecular Formula:C10H20
InChIKey:AFFLGGQVNFXPEV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:174.2805
Molecular Formula:C10H22O2
InChIKey:YSRSBDQINUMTIF-SNVBAGLBSA-N
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Compound Information
Molecular Weight:174.2805
Molecular Formula:C10H22O2
InChIKey:YSRSBDQINUMTIF-JTQLQIEISA-N
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Compound Information
Molecular Weight:118.1757
Molecular Formula:C9H10
InChIKey:XYLMUPLGERFSHI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:152.1904
Molecular Formula:C9H12O2
InChIKey:LNCZPZFNQQFXPT-VIFPVBQESA-N
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Compound Information
Molecular Weight:152.1904
Molecular Formula:C9H12O2
InChIKey:LNCZPZFNQQFXPT-SECBINFHSA-N
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Compound Information
Molecular Weight:180.2451
Molecular Formula:C14H12
InChIKey:PJANXHGTPQOBST-VAWYXSNFSA-N
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Compound Information
Molecular Weight:214.2598
Molecular Formula:C14H14O2
InChIKey:IHPDTPWNFBQHEB-KBPBESRZSA-N
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Compound Information
Molecular Weight:214.2598
Molecular Formula:C14H14O2
InChIKey:IHPDTPWNFBQHEB-ZIAGYGMSSA-N
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Compound Information
Molecular Weight:118.1757
Molecular Formula:C9H10
InChIKey:QROGIFZRVHSFLM-KXFIGUGUSA-N
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Compound Information
Molecular Weight:152.1904
Molecular Formula:C9H12O2
InChIKey:MZQZXSHFWDHNOW-APPZFPTMSA-N
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Compound Information
Molecular Weight:485.6172
Molecular Formula:C30H35N3O3
InChIKey:VHSOYWWDDNGAKY-HJRWBGQGSA-N
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Compound Information
Molecular Weight:152.1904
Molecular Formula:C9H12O2
InChIKey:MZQZXSHFWDHNOW-IONNQARKSA-N
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Compound Information
Molecular Weight:485.6172
Molecular Formula:C30H35N3O3
InChIKey:VHSOYWWDDNGAKY-QENHYCSXSA-N
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Compound Information
Molecular Weight:112.2126
Molecular Formula:C8H16
InChIKey:WEPNJTDVIIKRIK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:146.2273
Molecular Formula:C8H18O2
InChIKey:GPAKPLDUZKETOZ-SSDOTTSWSA-N
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Compound Information
Molecular Weight:146.2273
Molecular Formula:C8H18O2
InChIKey:GPAKPLDUZKETOZ-ZETCQYMHSA-N
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Compound Information
Molecular Weight:336.5426
Molecular Formula:C22H28OSi
InChIKey:PRSSMZIRBQWXRN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:238.2812
Molecular Formula:C16H14O2
InChIKey:XKGYCSGMTSQYSO-MRXNPFEDSA-N
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Compound Information
Molecular Weight:238.2812
Molecular Formula:C16H14O2
InChIKey:XKGYCSGMTSQYSO-INIZCTEOSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:118.97
Molecular Formula:Cl2OS
InChIKey:FYSNRJHAOHDILO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:207.43
Molecular Formula:Cl3Ru
InChIKey:RVSOQSOUWJXKOX-UHFFFAOYSA-K
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Compound Information
Molecular Weight:213.8918
Molecular Formula:INaO4
InChIKey:JQWHASGSAFIOCM-UHFFFAOYSA-M
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:120.147
Molecular Formula:C5H12O3
InChIKey:HDPNBNXLBDFELL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:108.642
Molecular Formula:C3H9ClSi
InChIKey:IJOOHPMOJXWVHK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:296.59
Molecular Formula:Cl3Os
InChIKey:UAIHPMFLFVHDIN-UHFFFAOYSA-K
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Compound Information
Molecular Weight:111.1848
Molecular Formula:C7H13N
InChIKey:SBYHFKPVCBCYGV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:95.121
Molecular Formula:CH5NO2S
InChIKey:HNQIVZYLYMDVSB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:190.326
Molecular Formula:C8H14OS2
InChIKey:KXWFWCGXZMSHIB-YMNIQAILSA-N
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Compound Information
Molecular Weight:224.341
Molecular Formula:C8H16O3S2
InChIKey:ZRNRUGDQAVPBII-GXOFWPNESA-N
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Compound Information
Molecular Weight:224.341
Molecular Formula:C8H16O3S2
InChIKey:ZRNRUGDQAVPBII-UDUUBDRPSA-N
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Compound Information
Molecular Weight:158.108
Molecular Formula:Na2O3S2
InChIKey:AKHNMLFCWUSKQB-UHFFFAOYSA-L
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Compound Information
Molecular Weight:190.326
Molecular Formula:C8H14OS2
InChIKey:QTTLZAPMODOVHL-RZZZFEHKSA-N
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Compound Information
Molecular Weight:224.341
Molecular Formula:C8H16O3S2
InChIKey:XEIJWCOEZAEFBR-IBTRTHPESA-N
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Compound Information
Molecular Weight:224.341
Molecular Formula:C8H16O3S2
InChIKey:XEIJWCOEZAEFBR-QIHQSXPSSA-N
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Compound Information
Molecular Weight:232.3181
Molecular Formula:C15H20O2
InChIKey:ZMCIUUXKHUAWAZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:266.3328
Molecular Formula:C15H22O4
InChIKey:XCOWFGIASORQTO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:368.45
Molecular Formula:H4K2O6Os
InChIKey:DOYUPVQPHXAHDP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:171.217
Molecular Formula:C7H9NO2S
InChIKey:LMYRWZFENFIFIT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:778.9802
Molecular Formula:C48H54N6O4
InChIKey:YUCBLVFHJWOYDN-YDUWBUAZSA-N
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Compound Information
Molecular Weight:778.9802
Molecular Formula:C48H54N6O4
InChIKey:YUCBLVFHJWOYDN-UATBLZTRSA-N
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Compound Information
Molecular Weight:881.1134
Molecular Formula:C56H60N6O4
InChIKey:SWKRDCRSJPRVNF-XRCIUYQBSA-N
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Compound Information
Molecular Weight:881.1134
Molecular Formula:C56H60N6O4
InChIKey:SWKRDCRSJPRVNF-JUQBJLSDSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:56.1063
Molecular Formula:C4H8
InChIKey:VQTUBCCKSQIDNK-UHFFFAOYSA-N
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Compound Information
Molecular Weight:90.121
Molecular Formula:C4H10O2
InChIKey:QOFLTGDAZLWRMJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:56.1063
Molecular Formula:C4H8
InChIKey:Not Available
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Compound Information
Molecular Weight:90.121
Molecular Formula:C4H10O2
InChIKey:Not Available
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Compound Information
Molecular Weight:56.1063
Molecular Formula:C4H8
InChIKey:IAQRGUVFOMOMEM-ONEGZZNKSA-N
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Compound Information
Molecular Weight:70.1329
Molecular Formula:C5H10
InChIKey:Not Available
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Compound Information
Molecular Weight:104.1476
Molecular Formula:C5H12O2
InChIKey:IDEOPBXRUBNYBN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:84.1595
Molecular Formula:C6H12
InChIKey:Not Available
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Compound Information
Molecular Weight:118.1742
Molecular Formula:C6H14O2
InChIKey:IVDFJHOHABJVEH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:132.2023
Molecular Formula:C10H12
InChIKey:SQHOHKQMTHROSF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:166.217
Molecular Formula:C10H14O2
InChIKey:SNCPNGLMZQUXGY-JTQLQIEISA-N
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Compound Information
Molecular Weight:166.217
Molecular Formula:C10H14O2
InChIKey:SNCPNGLMZQUXGY-SNVBAGLBSA-N
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Compound Information
Molecular Weight:158.2396
Molecular Formula:C12H14
InChIKey:SZLQQXGZBKFXBV-UHFFFAOYSA-N
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Compound Information
Molecular Weight:192.2542
Molecular Formula:C12H16O2
InChIKey:WTMZANRUIRGFIH-LBPRGKRZSA-N
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Compound Information
Molecular Weight:192.2542
Molecular Formula:C12H16O2
InChIKey:WTMZANRUIRGFIH-GFCCVEGCSA-N
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Compound Information
Molecular Weight:146.2289
Molecular Formula:C11H14
InChIKey:POZGETMIPGBFGQ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:180.2435
Molecular Formula:C11H16O2
InChIKey:HEYRHDCXPZCMNV-LLVKDONJSA-N
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Compound Information
Molecular Weight:180.2435
Molecular Formula:C11H16O2
InChIKey:HEYRHDCXPZCMNV-NSHDSACASA-N
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Compound Information
Molecular Weight:186.2927
Molecular Formula:C14H18
InChIKey:MXLWBXNCIZQWNB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:220.3074
Molecular Formula:C14H20O2
InChIKey:BCBMRSQLCNPJFR-AWEZNQCLSA-N
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Compound Information
Molecular Weight:220.3074
Molecular Formula:C14H20O2
InChIKey:BCBMRSQLCNPJFR-CQSZACIVSA-N
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Compound Information
Molecular Weight:160.2554
Molecular Formula:C12H16
InChIKey:OJHQXSRIBZMCSR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:194.2701
Molecular Formula:C12H18O2
InChIKey:AXSNDMIEMHTOIJ-LBPRGKRZSA-N
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Compound Information
Molecular Weight:194.2701
Molecular Formula:C12H18O2
InChIKey:AXSNDMIEMHTOIJ-GFCCVEGCSA-N
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Compound Information
Molecular Weight:238.3673
Molecular Formula:C18H22
InChIKey:MOBBTBVYWQTAAQ-NUDRIIIVSA-N
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Compound Information
Molecular Weight:272.382
Molecular Formula:C18H24O2
InChIKey:QAPXJSMQQSZSPV-DVFRUGNGSA-N
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Compound Information
Molecular Weight:272.382
Molecular Formula:C18H24O2
InChIKey:QAPXJSMQQSZSPV-SXKTXXPVSA-N
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