3-(2'-methoxyphenyl)-4-methylpentanoic acid | 378233-69-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2'-methoxyphenyl)-4-methylpentanoic acid
• 英文别名: 3-(2-Methoxyphenyl)-4-methylpentanoic acid
• CAS: 378233-69-3
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: BHXRXGDGYRXDHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  348.3±25.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2'-methoxyphenyl)-4-methylpentanoic acid 在 草酰氯 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 2-diazo-5-(2'-methoxyphenyl)-6-methylheptan-3-one
  参考文献：
  名称：

  Dynamic Equilibria in the Products of Intramolecular Buchner Additions of Diazoketones to Aryl Rings Bearing Methoxy Substituents

  摘要：

  Rhodium carboxylate catalyzed aromatic addition reactions of a range of diazoketones bearing methoxy-substituted aryl rings have been explored. While the existence of norcaradiene-cycloheptatriene equilibria in related compounds is well established, the aromatic addition products in this study display more complex dynamic equilibria due to conjugation with the methoxy group; the experimental evidence for this is discussed in detail. In the azulenone products 21-26 derived from p-methoxy-substituted diazoketones 14-16, the diastereomers interconvert via a spiro intermediate 39. A related mechanistic process in the azulenones 43-46 derived from the o-methoxy-substituted diazoketones 17, 18 interconverts regioisomers, explaining the conflicting reports for the regioselectivity of the cyclization of diazoketone 1. With the m-methoxy-substituted diazoketone 19, involvement of the methoxy group through a different pathway results in fragmentation of the azulenone to form the tetralone 47. With the azulenones 21-26 exclusive trapping of the norcaradiene associated with the less thermodynamically stable diastereomers in a cycloadduct with N-phenylmaleimide is observed. Due to the presence of the activating methoxy substituent on the aromatic ring, the aromatic addition reactions of the diazoketones studied were not very sensitive to the nature of the rhodium catalyst.

  DOI：

  10.1021/jo015750l
• 作为产物：
  描述：

  2-甲氧基肉桂酸 、 2-溴丙烷 在 碘 、 magnesium 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 3-(2'-methoxyphenyl)-2-iso-propylpropanoic acid 、 3-(2'-methoxyphenyl)-4-methylpentanoic acid
  参考文献：
  名称：

  Dynamic Equilibria in the Products of Intramolecular Buchner Additions of Diazoketones to Aryl Rings Bearing Methoxy Substituents

  摘要：

  Rhodium carboxylate catalyzed aromatic addition reactions of a range of diazoketones bearing methoxy-substituted aryl rings have been explored. While the existence of norcaradiene-cycloheptatriene equilibria in related compounds is well established, the aromatic addition products in this study display more complex dynamic equilibria due to conjugation with the methoxy group; the experimental evidence for this is discussed in detail. In the azulenone products 21-26 derived from p-methoxy-substituted diazoketones 14-16, the diastereomers interconvert via a spiro intermediate 39. A related mechanistic process in the azulenones 43-46 derived from the o-methoxy-substituted diazoketones 17, 18 interconverts regioisomers, explaining the conflicting reports for the regioselectivity of the cyclization of diazoketone 1. With the m-methoxy-substituted diazoketone 19, involvement of the methoxy group through a different pathway results in fragmentation of the azulenone to form the tetralone 47. With the azulenones 21-26 exclusive trapping of the norcaradiene associated with the less thermodynamically stable diastereomers in a cycloadduct with N-phenylmaleimide is observed. Due to the presence of the activating methoxy substituent on the aromatic ring, the aromatic addition reactions of the diazoketones studied were not very sensitive to the nature of the rhodium catalyst.

  DOI：

  10.1021/jo015750l

文献信息

• CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS
  申请人：Basell Poliolefine Italia S.r.l.

  公开号：EP2768873A2

  公开（公告）日：2014-08-27
• [EN] CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS<br/>[FR] CONSTITUANTS DE CATALYSEUR POUR LA POLYMÉRISATION D'OLÉFINES
  申请人：BASELL POLIOLEFINE SRL

  公开号：WO2013057026A2

  公开（公告）日：2013-04-25

  Catalyst component for the polymerization of olefins comprising Mg, Ti and an electron donor compound of the following formula (I) In which R to R4 groups, equal to or different from each other, are hydrogen, halogen or C1-C15 hydrocarbon groups, optionally containing an heteroatom selected from halogen, P, S, N and Si, which may be linked to form a saturated or unsaturated mono or polycycle and R5 groups are selected from C1-C15 hydrocarbon groups optionally containing an heteroatom selected from halogen, P, S, N and Si.
• Dynamic Equilibria in the Products of Intramolecular Buchner Additions of Diazoketones to Aryl Rings Bearing Methoxy Substituents
  作者：Anita R. Maguire、Patrick O'Leary、Francis Harrington、Simon E. Lawrence、Alexander J. Blake

  DOI：10.1021/jo015750l

  日期：2001.10.1

  Rhodium carboxylate catalyzed aromatic addition reactions of a range of diazoketones bearing methoxy-substituted aryl rings have been explored. While the existence of norcaradiene-cycloheptatriene equilibria in related compounds is well established, the aromatic addition products in this study display more complex dynamic equilibria due to conjugation with the methoxy group; the experimental evidence for this is discussed in detail. In the azulenone products 21-26 derived from p-methoxy-substituted diazoketones 14-16, the diastereomers interconvert via a spiro intermediate 39. A related mechanistic process in the azulenones 43-46 derived from the o-methoxy-substituted diazoketones 17, 18 interconverts regioisomers, explaining the conflicting reports for the regioselectivity of the cyclization of diazoketone 1. With the m-methoxy-substituted diazoketone 19, involvement of the methoxy group through a different pathway results in fragmentation of the azulenone to form the tetralone 47. With the azulenones 21-26 exclusive trapping of the norcaradiene associated with the less thermodynamically stable diastereomers in a cycloadduct with N-phenylmaleimide is observed. Due to the presence of the activating methoxy substituent on the aromatic ring, the aromatic addition reactions of the diazoketones studied were not very sensitive to the nature of the rhodium catalyst.