(1R,4S)-8-thio-para-menthan-3-one | 34349-25-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,4S)-8-thio-para-menthan-3-one
• 英文别名: (1R,4S)-8-mercaptomenthone；Menthon-8-thiol；cis-2-(1-Mercapto-1-methylethyl)-5-methylcyclohexan-1-one；(2S,5R)-5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one
• CAS: 34349-25-2
• 化学式: C₁₀H₁₈OS
• 分子量: 186.318
• InChiKey: RVOKNSFEAOYULQ-SFYZADRCSA-N

物化性质

• 沸点：
  273.1±13.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)
• LogP：
  2.624 (est)
• 保留指数：
  1380.2

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  18.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  长叶薄荷酮 在 aluminum (III) chloride 硫化氢 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 Menthon-8-thiol 、 (1R,4S)-8-thio-para-menthan-3-one
  参考文献：
  名称：

  Flavor and fragrance compositions

  摘要：

  本发明提供了一种风味和香料组合物，其包括作为活性成分的光学活性(1S)-8-巯基薄荷酮，在重量上4位构型的S形/R形混合比为65:35至95:5的范围内，其中，该风味和香料组合物适用于食品和饮料、香料和化妆品、药品或口腔组合物等；一种用该风味和香料组合物调香的产品；以及通过添加光学活性(1S)-8-巯基薄荷酮来增强或调节该风味和香料组合物气味的方法。

  公开号：

  US20060160719A1

文献信息

• Flavouring and odorant thiols from renewable natural resources by InIII-catalysed hydrothioacetylation and lipase-catalysed solvolysis
  作者：Reine-Marie Dia、Rim Belaqziz、Abderrahmane Romane、Sylvain Antoniotti、Elisabet Duñach

  DOI：10.1016/j.tetlet.2010.02.081

  日期：2010.4

  A chemoenzymatic access to thiol compounds, including ethyl 3-thiobutanoate, 3-thio-p-menthene and 8-thio-p-menthan-2-one, three compounds of interest in flavour and fragrance chemistry presenting various fruity notes, is proposed. It involves an indium(III)-catalysed hydrothioacetylation of renewable precursors followed by an enzymatic solvolysis of the obtained thioesters by lipases in aqueous or organic solvents. (c) 2010 Elsevier Ltd. All rights reserved.
• ENCAPSULATED FRAGRANCE MIXTURES
  申请人：Symrise AG

  公开号：US20170247645A1

  公开（公告）日：2017-08-31

  The invention relates to fragrance mixtures comprising at least one 60 wt.-% fragrance molecules which are characterized such that they are oriented along a virtual axis X, Y and Z, having a dimension of X>5 angstrom, Y>3 angstrom and angstrom.
• Flavor and fragrance compositions
  申请人：Emura Makoto

  公开号：US20060160719A1

  公开（公告）日：2006-07-20

  The present invention provides a flavor and fragrance composition which comprises, as the active ingredient, an optically active (1S)-8-mercaptomenthone having an S-form/R-form mixing ratio for the configuration at the 4-position in the range of from 65:35 to 95:5 by weight, wherein the flavor and fragrance composition is for use in food and beverage, fragrances and cosmetics, pharmaceuticals or oral compositions and the like; a product which is scented with the flavor and fragrance composition; and a method for enhancing or modulating odor of the flavor and fragrance composition by adding the optically active (1S)-8-mercaptomenthone.

  本发明提供了一种风味和香料组合物，其包括作为活性成分的光学活性(1S)-8-巯基薄荷酮，在重量上4位构型的S形/R形混合比为65:35至95:5的范围内，其中，该风味和香料组合物适用于食品和饮料、香料和化妆品、药品或口腔组合物等；一种用该风味和香料组合物调香的产品；以及通过添加光学活性(1S)-8-巯基薄荷酮来增强或调节该风味和香料组合物气味的方法。