3-氧代环辛烷-1-羧酸乙酯 | 129104-41-2

• 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
• 中文名称: 3-氧代环辛烷-1-羧酸乙酯
• 英文名称: ethyl 3-oxocyclooctanecarboxylate
• 英文别名: Cyclooctanecarboxylic acid, 3-oxo-, ethyl ester；ethyl 3-oxocyclooctane-1-carboxylate
• CAS: 129104-41-2
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: UTIKDLPBZGUFSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氧代环庚烷甲酸乙酯 在 六甲基磷酰三胺 、 samarium diiodide 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 3-氧代环辛烷-1-羧酸乙酯
  参考文献：
  名称：

  Facile Ring Expansions of α-Halomethyl β-Keto Esters Mediated with SmI2

  摘要：

  用SmI2处理α-卤甲基β-酮酯，在HMPA或NiI2的帮助下得到了相应的一碳扩展产物。

  DOI：

  10.1055/s-2001-16064

文献信息

• Green molecular transformation by a B12–TiO2 hybrid catalyst as an alternative to tributyltin hydride
  作者：Hisashi Shimakoshi、Makoto Abiru、Shin-ichiro Izumi、Yoshio Hisaeda

  DOI：10.1039/b913255d

  日期：——

  The B12–TiO2 hybrid catalyst was effectively used for the radical reactions, such as 1,2-migrations of phenyl groups and acyl groups under irradiation by UV light, and the selectivity of the reaction was controlled by the solvent system.

  B12-TiO2混合催化剂被有效地用于自由基反应，例如苯基和酰基在紫外光照射下的1,2-迁移，反应的选择性由溶剂体系控制。
• First example of samarium diiodide-promoted sequential cyclization and ring-expansion reactions of α-bromomethyl cyclic β-keto esters to homologated γ-keto esters
  作者：Eietsu Hasegawa、Takashi Kitazume、Kimiko Suzuki、Emi Tosaka

  DOI：10.1016/s0040-4039(98)00658-3

  日期：1998.6

  SmI2 reductions of some aromatic as well as aliphatic alpha-bromomethyl cyclic beta-keto esters produced one-carbon homologated gamma-keto esters in modest to good yields. (C) 1998 published by Elsevier Science Ltd. All rights reserved.
• Electroorganic chemistry. 124. Electroreductive intramolecular coupling of .alpha.-(.omega.-bromoalkyl) .beta.-keto esters
  作者：Tatsuya Shono、Naoki Kise、Nobuyuki Uematsu、Shinji Morimoto、Eiichi Okazaki

  DOI：10.1021/jo00304a014

  日期：1990.8
• Zinc-Mediated Ring-Expansion and Chain-Extension Reactions of β-Keto Esters
  作者：Song Xue、Yong-Kang Liu、Le-Zhen Li、Qing-Xiang Guo

  DOI：10.1021/jo0512498

  日期：2005.9.1

  The reaction of cyclic beta-keto esters with CF3CO2ZnCH2I provided the corresponding ring-expanded products in moderate to good yields. Although alpha-substituted acyclic beta-keto esters reacted with much less efficient, chain-extension reaction of simple beta-keto esters also proceeded effectively to generate gamma-keto esters in high yields.
• Reductive transformation of α,β-epoxy ketones and other compounds promoted through photoinduced electron transfer processes with 1,3-dimethyl-2-phenylbenzimidazoline (DMPBI)
  作者：Eietsu Hasegawa、Akira Yoneoka、Kumiko Suzuki、Teru Kato、Takashi Kitazume、Kazuhiro Yanagi

  DOI：10.1016/s0040-4020(99)00804-2

  日期：1999.11

  Photoreactions of epoxy ketones, aromatic ketones, haloketones, and aromatic halides with 1,3-dimethyl-2-phenylbenzimidazoline (DMPBI) were studied Photoinduced single-electron transfer from DMPBI to such substrates initiates the reactions followed by radical radical rearrangement and reduction to finally give several reduced products in modest to good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.