o-menthane | 16580-23-7

• 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: o-menthane
• 英文别名: Cyclohexane, 1-methyl-2-(1-methylethyl)-；1-methyl-2-propan-2-ylcyclohexane
• CAS: 16580-23-7
• 化学式: C₁₀H₂₀
• 分子量: 140.269
• InChiKey: UMWPTXOKSJXVDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  alpha,alpha,2-三甲基苄醇 在 nickel substance 、 氢气 、 镍 作用下， 生成 o-menthane
  参考文献：
  名称：

  Sabatier; Murat, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1913, vol. 156, p. 185

  摘要：

  DOI：

文献信息

• Alkylation of Alkenes:  Ethylaluminum Sesquichloride-Mediated Hydro-Alkyl Additions with Alkyl Chloroformates and Di-<i>tert-</i>butylpyrocarbonate
  作者：Ursula Biermann、Jürgen O. Metzger

  DOI：10.1021/ja048904y

  日期：2004.8.1

  alkene; hydride transfer to the adduct carbenium ion or, if applicable, 1,2-H shift followed by hydride transfer from Et(3)Al(2)Cl(3) to the rearranged adduct carbenium ion gives the saturated addition product. The reaction has been applied to 1-alkenes, 2-methyl-1-alkenes, internal double bonds, and to three cyclic alkenes. Special interest has been focused on alkylations of unsaturated fatty compounds,

  使用氯甲酸烷基酯（一级、二级）12 和焦碳酸二叔丁基酯 52 将氢烷基加成到未活化的 C=C 双键的烯烃的一般方法，由倍半氯化乙基铝（Et（3）Al（ 2)Cl(3)) 已开发。12 和 52 分别与 Et(3)Al(2)Cl(3) 反应得到烷基阳离子，该阳离子被加到烯烃上；氢化物转移到加合物碳鎓离子，或者，如果适用，1,2-H 转移，然后从 Et(3)Al(2)Cl(3) 转移到重排的加合物碳鎓离子，得到饱和加成产物。该反应已应用于 1-烯烃、2-甲基-1-烯烃、内部双键和三个环状烯烃。特别感兴趣的是不饱和脂肪化合物的烷基化，例如油酸 (2)，这是重要的可再生原料。2-甲基烷烃，
• Catalytic activity of the VIII Group metals in the hydrogenation and isomerization of α- and β-pinenes
  作者：I. V. Deliy、I. L. Simakova

  DOI：10.1007/s11172-008-0279-1

  日期：2008.10

  contains the products of double bond hydrogenation, viz., cis- and trans-pinanes. The Ru, Rh, and Pd metals have a higher catalytic activity in β-pinene isomerization than Ir and Pt. Among the VIII Group metals studied, the Pd-based catalyst has the highest catalytic activity in double bond isomerization of α- and β-pinenes. The general scheme of the mechanism of hydrogenation and isomerization of α- and β-pinenes

  研究了Pd/C、Ru/C、Rh/C、Pt/C和Ir/C催化剂上α-和β-蒎烯液相加氢和异构化的动力学规律，温度范围为20至100 °C，氢气压力为 1-11 bar，使用正辛烷作为溶剂。α-蒎烯和β-蒎烯在Ru/C、Rh/C、Pt/C和Ir/C催化剂上同时发生加氢和异构化反应，反应混合物中含有双键加氢产物，即顺式-和反式蒎烷。Ru、Rh 和 Pd 金属在 β-蒎烯异构化中比 Ir 和 Pt 具有更高的催化活性。在研究的 VIII 族金属中，Pd 基催化剂在 α- 和 β-蒎烯的双键异构化中具有最高的催化活性。
• Kay; Perkin, Journal of the Chemical Society, 1905, vol. 87, p. 1077
  作者：Kay、Perkin

  DOI：——

  日期：——
• Wienhaus; Schumm, Justus Liebigs Annalen der Chemie, 1924, vol. 439, p. 34
  作者：Wienhaus、Schumm

  DOI：——

  日期：——
• Ring opening of decalin and methylcyclohexane over alumina-based monofunctional WO3/Al2O3 and Ir/Al2O3 catalysts
  作者：Rodrigo Moraes、Karine Thomas、Sébastien Thomas、Sander Van Donk、Giacomo Grasso、Jean-Pierre Gilson、Marwan Houalla

  DOI：10.1016/j.jcat.2011.10.014

  日期：2012.2

  Ring-opening reactions of decalin and MCH were studied over monofunctional acid (WO3/Al2O3) and metal (Ir/Al2O3) catalysts containing, respectively, up to 5.3 at. W/nm(2) and 1.8 wt% Ir. The catalysts were characterized by X-ray diffraction, Raman spectroscopy, low-temperature CO adsorption followed by infrared spectroscopy, and H-2 chemisorption. A reaction network was proposed for both molecules and used to determine the kinetic parameters. Kinetic modeling allowed relating characterization results and catalytic performance. For WO3/Al2O3 catalysts, ring contraction precedes ring opening of both molecules. The evolution of ring contraction activity was consistent with the development of relatively strong Bronsted acid sites. Ring opening occurs according to a classic acid mechanism. For Ir/Al2O3 catalysts, only direct ring opening was observed. Ring opening proceeds mostly via dicarbene mechanism. Analysis of products indicated that monofunctional metal catalysts are better suited than acid solids for upgrading LCO. (C) 2011 Elsevier Inc. All rights reserved.