(+/-)-2-methyl-norborn-5-ene-2exo-carboxylic acid | 32190-82-2

• 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-norborn-5-ene-2exo-carboxylic acid
• 英文别名: (+/-)-2-Methyl-norborn-5-en-2exo-carbonsaeure；(+/-)-2endo-Methyl-norbornen-(5)-carbonsaeure-(2exo)；exo-2-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid；(1R,2S,4R)-2-methylbicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS: 32190-82-2
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: JIHFJSOMLKXSSQ-FJXKBIBVSA-N

物化性质

• 沸点：
  261.4±19.0 °C(Predicted)
• 密度：
  1.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-methyl-norborn-5-ene-2exo-carboxylic acid 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 5,5-dimethylbicyclo{2.2.1}hept-2-ene
  参考文献：
  名称：

  The Absolute Configurations of Some Simple Norbornane Derivatives. A Test of the “Conformational Asymmetry” Model^1a

  摘要：

  DOI：

  10.1021/ja01480a012
• 作为产物：
  描述：

  环戊二烯 在 sodium hydroxide 、 对苯二酚 作用下， 生成 (+/-)-2-methyl-norborn-5-ene-2exo-carboxylic acid
  参考文献：
  名称：

  Mineral chemistry of a zircon-bearing, composite, veined and metasomatised upper-mantle peridotite xenolith from kimberlite

  摘要：

  Zircon-bearing veins in a harzburgite xenolith from kimberlite have imposed Ca-metasomatism on the harzburgite wall rock, in addition to adding K, Fe, Ti and OH. The zircon, previously dated to have an age similar to that of the xenolith-hosting kimberlite, shows higher Y, Nb, Ba, REE, Th and U contents than other mantle-derived zircons. Peripheral alteration of the zircon to baddeleyite and zirconolite, and alteration of vein ilmenite to perovskite suggest reaction with an evolving carbonatitic kimberlite melt. The high Cr2O3 content (0.77 wt%) of the zirconolite extends the compositional range of terrestrial zirconolite.

  DOI：

  10.1007/s004100000216

文献信息

• Synthese und konstitutionsermittlung einiger 5- und 6-hydroxy-norbornancarbonsäuren-(2exo)
  作者：H. Geiger

  DOI：10.1016/s0040-4020(01)92406-8

  日期：——

  Several norbornene-(5)-carboxylic acids-(2 exo) are being converted to the corresponding 5 exo- and 6 exo-hydroxylic acids using Browns oxymercuration-demercuration sequence. It has been demonstrated, that this reaction proceeds without intermolecular rearrangement. The diastereomeric norbornene-(5)-carboxylic acids-(2 endo) yield under the same conditions exclusively the corresponding norbornane-2

  几种降冰片烯-（5）-羧酸-（2 exo）使用布朗斯氧化汞-脱汞序列被转化为相应的5 exo-和6 exo-羟基酸。已经证明，该反应在没有分子间重排的情况下进行。非对映异构降冰片烯（5） -羧酸acids-（2内切）只在相同的条件相应的降冰片烷-2，6- carbolactones下的产量。
• Zirconocene-catalyzed cationic Diels-Alder reactions
  作者：Peter Wipf、Wenjing Xu

  DOI：10.1016/0040-4020(94)01140-u

  日期：1995.4

  In situ prepared Cp2ZrCl⊕ catalyzes the formation of dioxolenium ions from α,β-unsaturated epoxy esters. As a consequence of this activation process, acrylate, methacrylate and crotonate derivatives undergo a rapid and stereoselective cationic [4+2] cycloaddition with a wide range of dienes. Ring-extended carboxylic acid derivatives are formed in 1–7 h at 0–21 °C and in 50–90% yield after saponification

  原位制备的Cp 2的ZrCl ⊕催化从α，β不饱和环氧酯dioxolenium离子的形成。作为该活化过程的结果，丙烯酸酯，甲基丙烯酸酯和巴豆酸酯衍生物经历了具有广泛二烯的快速且立体选择性的阳离子[4 + 2]环加成。中间体二醇酯皂化后，在0–21°C下于1–7 h内形成扩环的羧酸衍生物，产率为50–90％。通过简单的Cp路易斯酸催化2的ZrCl ⊕可以被排除的实验结果的基础上。
• [EN] BICYCLIC INDOLYL DERIVATIVES AND METHODS OF THEIR USE AS SEROTONERGIC AGENTS<br/>[FR] DERIVES D'INDOLYLE BICYCLIQUES, ET PROCEDES RELATIFS A LEUR UTILISATION COMME AGENTS SEROTONERGIQUES
  申请人：WYETH CORP

  公开号：WO2004111035A1

  公开（公告）日：2004-12-23

  Bicyclic indolyl derivatives and compositions containing such compounds are disclosed. Methods of using the bicyclic indolyl derivatives and compositions containing such composition as serotonergic agents, such as in the treatment of depression and anxiety, are also disclosed. In addition, processes for the preparation of bicyclic indolyl derivatives are disclosed.

  本文披露了双环吲哚衍生物及含有这种化合物的组合物。还披露了使用双环吲哚衍生物和含有这种组合物作为5-羟色胺能药物的方法，例如用于治疗抑郁症和焦虑症。此外，还披露了制备双环吲哚衍生物的过程。
• Bicyclic indolyl derivatives and methods for their use as serotonergic agents
  申请人：Kelly G. Michael

  公开号：US20050124630A1

  公开（公告）日：2005-06-09

  Bicyclic indolyl derivatives and compositions containing such compounds are disclosed. Methods of using the bicyclic indolyl derivatives and compositions containing such composition as serotonergic agents, such as in the treatment of depression and anxiety, are also disclosed. In addition, processes for the preparation of bicyclic indolyl derivatives are disclosed.

  本发明公开了双环吲哚衍生物和含有这些化合物的组合物。还公开了使用双环吲哚衍生物和含有这种组合物作为血清素能药物的方法，例如用于治疗抑郁症和焦虑症。此外，还公开了制备双环吲哚衍生物的方法。
• Bicyclic Indolyl Derivatives and Methods for Their Use as Serotonergic Agents
  申请人：Kelly Gerard Micahel

  公开号：US20070135445A1

  公开（公告）日：2007-06-14

  Bicyclic indolyl derivatives and compositions containing such compounds are disclosed. Methods of using the bicyclic indolyl derivatives and compositions containing such composition as serotonergic agents, such as in the treatment of depression and anxiety, are also disclosed. In addition, processes for the preparation of bicyclic indolyl derivatives are disclosed.

  本发明揭示了双环吲哚衍生物及含有这种化合物的组合物。本发明还揭示了使用双环吲哚衍生物和含有这种组合物作为5-羟色胺能药物的方法，例如在治疗抑郁和焦虑方面。此外，本发明还揭示了制备双环吲哚衍生物的方法。