cis-1,4-dihydroxydihydroxy-p-menth-2-ene | 40735-19-1

• 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: cis-1,4-dihydroxydihydroxy-p-menth-2-ene
• 英文别名: trans-p-Menth-2-ene-1,4-diol；1-methyl-4-propan-2-ylcyclohex-2-ene-1,4-diol
• CAS: 40735-19-1；21473-37-0
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: WHOYVNZMAORLBI-UHFFFAOYSA-N

物化性质

• 熔点：
  78-79 °C
• 沸点：
  263.4±40.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)
• LogP：
  1.650 (est)
• 物理描述：
  Solid
• 保留指数：
  1270.4;1273

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  松油烯 在 plant peroxygenase from tomato (Solanum lycopersicum) 、 双氧水 作用下， 反应 0.67h， 以47%的产率得到cis-1,4-dihydroxydihydroxy-p-menth-2-ene
  参考文献：
  名称：

  茄果茄中的过氧化酶催化环氧化，羟化和芳构化

  摘要：

  植物过氧合酶（PXG）通过将氢过氧化物的氧原子转移至双键来氧化不饱和脂肪酸，从而提供环氧化物。在这项工作中，我们研究了番茄中的PXG（茄属植物Solanum lycopersicum，SlPXG）催化多种天然产物氧化的潜力。甲SlPXG基因从番茄克隆，在酵母中异源表达与膜结合的重组SlPXG蛋白用作酶源。不饱和脂肪酸，脂肪酸衍生物和萜烯在各种氢过氧化物仅以其顺式-双键存在的情况下被SlPXG环氧化。萜烯与p-薄荷烯骨架根据其分子结构以不同方式转化。R-（+）-和S-（-）-柠檬烯转化为R-（+）-柠檬烯-反式-1,2-环氧化物（97％）和顺式-S-（-）-柠檬烯-1,2 -环氧化物（88％），而α-萜品烯被羟基化为顺式-1,4-二羟基-p-薄荷脑-2-烯，而γ-萜品烯被芳构化为对-cymene。在最后的反应中，氢过氧化物用作氢受体而不是氧供体。PXG似乎是一种通用的生物催化剂，能够执行各种

  DOI：

  10.1016/j.molcatb.2013.07.001

文献信息

• SEPARATION TECHNIQUE, PHOTO-OXIDATION OF ORGANIC SUBSTRATES, AND PHOTO CATALYSTS
  申请人：The University of Nottingham

  公开号：US20140288328A1

  公开（公告）日：2014-09-25

  A method for photo-oxidising an organic substrate to form an organic product is disclosed comprising: a) mixing oxygen, a supercritical fluid, a photocatalyst, a liquid fluorous solvent and an organic substrate to form a mixture; and b) irradiating the mixture to form an organic product. Also disclosed is a method for separating a photocatalyst from an organic product comprising the steps of: a) providing a mixture comprising a supercritical fluid; an organic product; a fluorous solvent; a photocatalyst; and optionally an organic substrate and optionally oxygen; wherein the organic product, fluorous solvent, photocatalyst and optional organic substrate and optional oxygen are dissolved in the supercritical fluid; and b) reducing the pressure of the mixture to a pressure below the critical pressure of the supercritical fluid in order to form a gaseous phase.

  揭示了一种用于将有机底物光氧化形成有机产品的方法，包括：a)混合氧气、超临界流体、光催化剂、液体氟溶剂和有机底物以形成混合物；以及b)照射混合物以形成有机产品。还公开了一种分离光催化剂与有机产品的方法，包括以下步骤：a)提供包括超临界流体、有机产品、氟溶剂、光催化剂和可选的有机底物以及可选的氧气的混合物；其中有机产品、氟溶剂、光催化剂和可选的有机底物和可选的氧气溶解在超临界流体中；以及b)将混合物的压力降至低于超临界流体的临界压力以形成气相。
• [EN] SEPARATION TECHNIQUE, PHOTO-OXIDATION OF ORGANIC SUBSTRATES, AND PHOTO CATALYSTS<br/>[FR] SÉPARATION TECHNIQUE, PHOTO-OXYDATION DE SUBSTRATS ORGANIQUES ET PHOTO-CATALYSEURS
  申请人：UNIV NOTTINGHAM

  公开号：WO2013072678A1

  公开（公告）日：2013-05-23

  A method for photo -oxidising an organic substrate to form an organic product is disclosed comprising: a) mixing oxygen, a supercritical fluid, a photocatalyst, a liquid fluorous solvent and an organic substrate to form a mixture; and b) irradiating the mixture to form an organic product. Also disclosed is a method for separating a photocatalyst from an organic product comprising the steps of: a) providing a mixture comprising a supercritical fluid; an organic product; a fluorous solvent; a photocatalyst; and optionally an organic substrate and optionally oxygen; wherein the organic product, fluorous solvent, photocatalyst and optional organic substrate and optional oxygen are dissolved in the supercritical fluid; and b) reducing the pressure of the mixture to a pressure below the critical pressure of the supercritical fluid in order to form a gaseous phase.

  揭示了一种用于光氧化有机底物以形成有机产品的方法，包括：a）混合氧气、超临界流体、光催化剂、液态氟溶剂和有机底物以形成混合物；和b）照射混合物以形成有机产品。还揭示了一种用于从有机产品中分离光催化剂的方法，包括以下步骤：a）提供一个混合物，其中包括一个超临界流体；一个有机产品；一个氟溶剂；一个光催化剂；以及可选的有机底物和可选的氧气；其中有机产品、氟溶剂、光催化剂和可选的有机底物和可选的氧气溶解在超临界流体中；和b）降低混合物的压力至低于超临界流体的临界压力，以形成气相。
• On the Susceptibility of Organic Peroxy Bonds to Hydride Reduction
  作者：Hong-Xia Jin、He-Hua Liu、Qi Zhang、Yikang Wu

  DOI：10.1021/jo050139y

  日期：2005.5.1

  Reduction of organic molecules that contain a peroxy bond is broadly considered as a "risky" and uncertain operation when cleavage of the peroxy linkage is not desired. For this reason, such reduction steps are normally avoided at the planning stage of the synthesis when possible. As a natural consequence, the information in the literature about the susceptibility of organic peroxy bonds to reducing species is scant. In this work the tolerance of organic peroxy bonds to some common hydride reductants was examined systematically for the first time. Using reduction of ester group to alcohol as a probe, LiAlH4, LiAlH((OBU)-B-t)(3), LiBHEt3, and LiBH4 were found to be significantly better than other reductants examined when taking into consideration both the completeness of the reduction of ester groups and the peroxy bond survival rate. LiBH4 appeared to be the most suitable reductant for the reduction under discussion, not only because of the high reduction yields/excellent compatibility with peroxy bonds, but also because of the advantages in practical aspects. The results disclosed herein may (hopefully) provide a handy reference for dealing with reduction of other peroxy bond-containing molecules in the future.
• COMPOSITION OF MONOTERPENOIDS HAVING BACTERICIDAL PROPERTIES
  申请人：Reynolds Max

  公开号：US20140039045A1

  公开（公告）日：2014-02-06

  A composition having bactericidal properties comprising; (a) 30%-80% of at least one compound having the formula (I) and (b) 10% to 40% of at least one compound of formula (II)
• US4065511A
  申请人：——

  公开号：US4065511A

  公开（公告）日：1977-12-27