methyl 2-methoxy-1,3,5-cycloheptatriene-7-carboxylate | 75862-87-2

• 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: methyl 2-methoxy-1,3,5-cycloheptatriene-7-carboxylate
• 英文别名: methyl 3-methoxycyclohepta-2,4,6-triene-1-carboxylate
• CAS: 75862-87-2
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: OJKVWUNVQACODN-UHFFFAOYSA-N

物化性质

• 沸点：
  277.0±40.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  苯甲醚 、 重氮乙酸甲酯 、 rhodium(II) trifluoroacetate 生成 methyl 2-methoxy-1,3,5-cycloheptatriene-7-carboxylate
  参考文献：
  名称：

  ANCIAUX A. J.; DEMONCEAU A.; NOELS A. F.; HUBERT A. J.; WARIN R.; TEYSSIE+, J. ORG. CHEM., 1981, 46, NO 5, 873-876

  摘要：

  DOI：

文献信息

• Catalytic control of reactions of dipoles and carbenes; an easy and efficient synthesis of cycloheptatrienes from aromatic compounds by an extension of Buchner's reaction
  作者：André J. Anciaux、Albert Demonceau、André J. Hubert、Alfred F. Noels、Nicole Petiniot、Philippe Teyssié

  DOI：10.1039/c39800000765

  日期：——

  salts from strong carboxylic acids [particularly rhodium(II) trifluoroacetate] are novel and highly efficient catalysts for the preparation of substituted cycloheptatriene carboxylates from aromatic hydrocarbons and diazo-esters, and in contrast with the classical Buchner procedures these rhodium catalysts lead specifically to the 1-isomer (3), avoiding its subsequent prototropic conversion into conjugated

  由强羧酸[特别是三氟乙酸铑（II）铑]制成的新型高效催化剂，由芳烃和重氮酯制备取代的环庚三烯羧酸盐，与经典的布赫纳方法相反，这些铑催化剂特别导致了1-异构体（3），避免其随后的质子转化为共轭异构体。
• Transition-metal-catalyzed reactions of diazo compounds. 2. Addition to aromatic molecules: catalysis of Buchner's synthesis of cycloheptatrienes
  作者：A. J. Anciaux、A. Demonceau、A. F. Noels、A. J. Hubert、R. Warin、P. Teyssie

  DOI：10.1021/jo00318a010

  日期：1981.2
• Polymeric dicarbonyl ruthenium(I) acetate - An efficient catalyst for alkene cyclopropanation with diazoacetates
  作者：Gerhard Maas、Thorsten Werle、Mechthild Alt、Dieter Mayer

  DOI：10.1016/s0040-4020(01)80330-6

  日期：1993.1

  The polymeric complex [Ru2(CO)4(mu-OAc)2]n is the first Ru(I) catalyst that efficiently catalyzes cyclopropanation of alkenes with diazoacetic esters. The related dinuclear catalyst Ru2(CO)4(mu-OAc)2(MeCN)2 shows a similar performance only for cyclopropanation of monosubstituted alkenes.