2-methyl-cyclohex-3-enecarboxylic acid methyl ester | 18915-70-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-methyl-cyclohex-3-enecarboxylic acid methyl ester
• 英文别名: 2-Methyl-cyclohex-3-encarbonsaeure-methylester；2-Methyl-cyclohexen-(3)-carbonsaeure-(1)-methylester；2-Methyl-cyclohex-3-en-1-carbonsaeure-methylester；Methyl 2-methylcyclohex-3-ene-1-carboxylate
• CAS: 18915-70-3
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: BOWOPOVPEZXLKV-UHFFFAOYSA-N

物化性质

• 沸点：
  85-86 °C(Press: 20 Torr)
• 密度：
  0.9857 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-cyclohex-3-enecarboxylic acid methyl ester 在 5percent Pd/C lithium aluminium tetrahydride 、 氢气 作用下， 生成 2-甲基环己烷甲醇
  参考文献：
  名称：

  醇的官能团在烯烃的加氢甲酰化中的导向能力。

  摘要：

  已经研究了使用阳离子和中性铑配合物的烯丙基和均烯丙基醇及其衍生物的加氢甲酰化。在1-甲氧基甲氧基-2-亚甲基环己烷的反应中观察到最高的非对映选择性（87:13）。在TBDMS保护的醇的反应中获得更高的产率和相似的选择性。主要的非对映异构体是由加氢甲酰基化合成到官能团而引起的，这将表明有指导作用。但是，3-亚甲基-1-环己醇衍生物的加氢甲酰化发生在主要异构体中与导向基团相反的面上。这些数据，除了1-甲基-2-亚甲基环己烷的加氢甲酰化结果外，

  DOI：

  10.1021/jo001751m
• 作为产物：
  描述：

  反-1,3-戊二烯 、 丙烯酸甲酯（MA） 在 三氯化铝 作用下， 以95%的产率得到2-methyl-cyclohex-3-enecarboxylic acid methyl ester
  参考文献：
  名称：

  醇的官能团在烯烃的加氢甲酰化中的导向能力。

  摘要：

  已经研究了使用阳离子和中性铑配合物的烯丙基和均烯丙基醇及其衍生物的加氢甲酰化。在1-甲氧基甲氧基-2-亚甲基环己烷的反应中观察到最高的非对映选择性（87:13）。在TBDMS保护的醇的反应中获得更高的产率和相似的选择性。主要的非对映异构体是由加氢甲酰基化合成到官能团而引起的，这将表明有指导作用。但是，3-亚甲基-1-环己醇衍生物的加氢甲酰化发生在主要异构体中与导向基团相反的面上。这些数据，除了1-甲基-2-亚甲基环己烷的加氢甲酰化结果外，

  DOI：

  10.1021/jo001751m

文献信息

• Use of functionalized onium salts as a soluble support for organic synthesis
  申请人：Vaultier Michel

  公开号：US20070043234A1

  公开（公告）日：2007-02-22

  The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A 1 + , X 1 − , wherein A 1 + represents a cation and X 1 − represents an anion.

  该发明涉及使用至少一个有机功能官能化的离子盐作为可溶性支持体，在至少一个有机溶剂的存在下，用于在均相相中通过至少一个所述有机功能的转化对分子进行有机合成。该离子盐使合成的分子能够被释放。该离子盐在室温下以液态或固态形式存在，符合以下公式A1+，X1−，其中A1+代表阳离子，X1−代表阴离子。
• Silica-Promoted Diels−Alder Reactions in Carbon Dioxide from Gaseous to Supercritical Conditions
  作者：Randy D. Weinstein、Adam R. Renslo、Rick L. Danheiser、Jefferson W. Tester

  DOI：10.1021/jp984227g

  日期：1999.4.1

  Amorphous fumed silica (SiO(2)) was shown to increase yields and selectivities of several Diels-Alder reactions in gaseous and supercritical CO(2). Pressure effects on the Diels-Alder reaction were explored using methyl vinyl ketone and penta-1,3-diene at 80 degrees C. The selectivity of the reaction was not affected by pressure/density. As pressure was increased, the yield decreased. At the reaction temperature, adsorption isotherms at various pressures were obtained for the reactants and the Diels-Alder adduct. As expected when pressure is increased, the ratio of the amount of reactants adsorbed to the amount of reactants in the fluid phase decreases, thus causing the yield to decrease. The Langmuir adsorption model fit the adsorption data. The Langmuir equilibrium partitioning constants all decreased with increasing pressure. The effect of temperature on adsorption was experimentally determined and traditional heats of adsorption were calculated. However, since supercritical CO(2) is a highly compressible fluid, it is logical to examine the effect of temperature at constant density. In this case, entropies of adsorption were obtained. The thermodynamic properties that influence the real enthalpy and entropy of adsorption were derived. Methods of doping the silica and improving yields and selectivities were also explored.
• Directing Abilities of Alcohol-Derived Functional Groups in the Hydroformylation of Olefins
  作者：Li Ren、Cathleen M. Crudden

  DOI：10.1021/jo001751m

  日期：2002.3.1

  hydroformylation syn to the functional group, which would suggest a directing effect. However, hydroformylation of 3-methylene-1-cyclohexanol derivatives occurs on the face opposite to the directing group in the major isomer. These data, in addition to the results of hydroformylation of 1-methyl-2-methylenecyclohexane, suggest that inherent conformational preferences are of significant importance in determining

  已经研究了使用阳离子和中性铑配合物的烯丙基和均烯丙基醇及其衍生物的加氢甲酰化。在1-甲氧基甲氧基-2-亚甲基环己烷的反应中观察到最高的非对映选择性（87:13）。在TBDMS保护的醇的反应中获得更高的产率和相似的选择性。主要的非对映异构体是由加氢甲酰基化合成到官能团而引起的，这将表明有指导作用。但是，3-亚甲基-1-环己醇衍生物的加氢甲酰化发生在主要异构体中与导向基团相反的面上。这些数据，除了1-甲基-2-亚甲基环己烷的加氢甲酰化结果外，