CAS: 344738-34-7; 3,3'-Disulfanediylbis(Hexan-1-Ol)

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3-mercapto-1-hexanol (E)-2-Hexenal 1-O-trimethylsilyloxy-3-hexanthiol 2-(1-hydroxyhexan-3-ylthio)isoindoline-1,3-dione

📜1-O-Trimethylsilyloxy-3-Hexanthiol置于吡啶体系中,100.0 °C,1.2 Kpa 条件下,反应 2.27H,反应生成1,1'-二羟基-3,3'-二己基二硫醚
参考文献:Elucidation Of The 1,3-Sulfanylalcohol Oxidation Mechanism: An Unusual Identification Of The Disulfide Of 3-Sulfanylhexanol In Sauternes Botrytized Wines
标题:Elucidation Of The 1,3-Sulfanylalcohol Oxidation Mechanism: An Unusual Identification Of The Disulfide Of 3-Sulfanylhexanol In Sauternes Botrytized Wines
摘要:A Four-Step Purification Method Was Developed To Isolate A Citrus Odorant Detected By Gas Chromatography-Olfactometry (Gc-O),Which Was Apparently Specific To Sauternes Botrytized Wines. A Fragmentation Pattern Of The Odorant Was Obtained By Multidimensional Gas Chromatography-Mass Spectrometry-Olfactometry (Mdgc-Ms-O). The Exact Mass Measurement Was Used To Determine Its Elemental Formula As C6H12Os. On The Basis Of These Data,The Unusual Structure Of 3-Propyl-1,2-Oxathiolane Was Synthesized And Characterized For The First Time. This Confirmed Its Identification. Its occurrence In Sauternes Wine Extracts Was Demonstrated To Result From The Thermal Oxidative Degradation Of 3-Sulfanylhexanol Disulfide (3,3'-Disulfanediyldihexan-1-Ol) In The Gc Injector. This Disulfide Was Synthesized And Then Firmly Identified For The First Time In Sauternes Wine. Although The Presence Of 3-Sulfanylhexanol Oxidation Products Had Previously Been Reported In Natural Extracts (But Not Wine),The Full Oxidation Pathway From 3-Sulfanylhexanol To 3-Propyl-Gamma-Sultine Via 3,3'-Disulfanediyldihexan-1-Ol Was Clearly Established For The First Time. Because The Disulfide Has Mainly Been Detected In Sauternes Botrytized Wines,This Finding Suggested A Singular Reactivity Of 3-Sulfanylhexanol In Botrytized Wines,Thus Opening Up A Wide Range Of New Opportunities In Wine Chemistry.
Doi:10.1021/jf102022S