2-氧杂螺[4.5]癸烷-3-酮 | 7236-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 2-氧杂螺[4.5]癸烷-3-酮
• 英文名称: 2-Oxaspiro<4.5>decan-3-one
• 英文别名: 2-oxaspiro[4.5]decan-3-one
• CAS: 7236-78-4
• 化学式: C₉H₁₄O₂
• mdl: MFCD01710334
• 分子量: 154.209
• InChiKey: CKICBBJJCUQLPO-UHFFFAOYSA-N

物化性质

• 沸点：
  273 °C(Press: 756 Torr)
• 密度：
  1.0755 g/cm3(Temp: 19.7 °C)
• 溶解度：
  可溶于氯仿、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.888
• 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-氧杂螺[4.5]癸烷-3-酮 、 alkaline earth salt of/the/ methylsulfuric acid 生成 加巴喷丁杂质E
  参考文献：
  名称：

  Windaus; Klaenhardt; Reverey, Chemische Berichte, 1922, vol. 55, p. 3987

  摘要：

  DOI：
• 作为产物：
  描述：

  环己甲酸甲酯 在 lithium aluminium tetrahydride 、 正丁基锂 、 二异丙胺 作用下， 以 乙醚 为溶剂， 反应 14.0h， 生成 2-氧杂螺[4.5]癸烷-3-酮
  参考文献：
  名称：

  Picard, Philippe; Moulines, Jean; Lecoustre, Max, Bulletin de la Societe Chimique de France, 1984, vol. 2, # 1-2, p. 65 - 70

  摘要：

  DOI：

文献信息

• Efficient Synthesis of γ‐Lactones by Cobalt‐Catalyzed Carbonylative Ring Expansion of Oxetanes under Syngas Atmosphere
  作者：Yitian Tang、Chaoren Shen、Qiyi Yao、Xinxin Tian、Bo Wang、Kaiwu Dong

  DOI：10.1002/cctc.202001294

  日期：2020.12.4

  A practical route from oxetane or thietane to γ‐(thio)butyrolactone via solvated‐proton‐assisted cobalt‐catalyzed carbonylative ring expansion under syngas atmosphere has been established. A wide variety of γ‐(thio)butyrolactones can be afforded in good to excellent yields. The versatility of this method has been well demonstrated in the synthesis of intermediates towards the natural product Arctigenin

  建立了在合成气气氛下通过溶剂化的质子辅助的钴催化的羰基化环膨胀从氧杂环丁烷或硫杂环丁烷生成γ-（硫代）丁内酯的实用路线。可以提供种类繁多的γ-（硫代）丁内酯，收率非常好。该方法的多功能性已在针对天然产物牛黄菌素以及药物巴氯芬和孟鲁司特的中间体的合成中得到了充分证明。已合理解释了观察到的乙二醇醚溶剂的促进作用。
• Synthesis of β,β-Disubstituted γ-Butyrolactones by Chemo­selective Oxidation of 1,4-Diols and γ-Hydroxy Olefins with RuCl3/NaIO4
  作者：Daniel Canney、Rong Gao、Rong Fan

  DOI：10.1055/s-0034-1379614

  日期：——

  β-substituted lactones exist, led to the development of an efficient approach for the synthesis of β,β-disubstituted γ-butyrolactones. Readily prepared substituted 1,4-diols and γ-hydroxy olefins were treated with the ­RuCl 3 /NaIO 4 oxidation system to provide the target β,β-disubstituted γ-butyrolactones in modest to good yields. The reaction goes through a lactol intermediate that was isolated and characterized

  取代的 γ-丁内酯代表了一组重要的结构片段，常见于天然产物、受体配体和药物分子中。对制备取代 γ-丁内酯库的兴趣以及发现 β-取代内酯存在有限途径的兴趣导致开发了一种合成 β,β-二取代 γ-丁内酯的有效方法。用RuCl 3 /NaIO 4 氧化系统处理容易制备的取代的1,4-二醇和γ-羟基烯烃，以中等至良好的产率提供目标β,β-二取代的γ-丁内酯。该反应经过一个内酯中间体，该中间体被分离出来并表征为选定的化合物。该方法为合成这些重要的杂环结构提供了一种有效且通用的方法。重要的，
• FUNCTIONALIZED CARBOSILANE POLYMERS AND PHOTORESIST COMPOSITIONS CONTAINING THE SAME
  申请人：Allen Robert D.

  公开号：US20090081579A1

  公开（公告）日：2009-03-26

  Linear or branched functionalized polycarbosilanes having an absorbance less than 3.0 μm −1 at 193 nm and a relatively high refractive index are provided. The functionalized polycarbosilanes contain at least one pendant group that is acid labile or aqueous base soluble. Also disclosed are photoresists formulations containing the functionalized polycarbosilanes that are suitable for use in lithography, e.g., immersion lithography.

  提供具有吸收率小于193纳米处的3.0μm-1和相对较高折射率的线性或分支化功能化聚碳硅烷。这些功能化聚碳硅烷包含至少一种具有酸可降解或水溶性的吊挂基团。还披露了包含这些功能化聚碳硅烷的光阻配方，适用于半导体制造中的光刻，例如浸没式光刻。
• Spirolactones from Dirhodium(II)-Catalyzed Diazo Decomposition with Regioselective Carbon-Hydrogen Insertion
  作者：Michael P. Doyle、Alexey B. Dyatkin

  DOI：10.1021/jo00115a018

  日期：1995.5

  Dirhodium(II) caprolactamate, Rh-2(cap)(4), catalyzes diazo decomposition of cycloalkylmethyl diazoacetates which form spirolactones in moderate to high yield by insertion into a tertiary carbon-hydrogen bond. Similar results are obtained with diazoacetates derived from tetrahydropyran-2-methanol and tetrahydrofurfuryl alcohol but not from cyclopropylmethanol. With tetrahydrofuran-3-ylmethyl diazoacetate, Rh-2(cap)(4) catalysis promotes delta-lactone formation via insertion into the oxygen-activated secondary C-H bond instead of gamma-lactone formation by carbene insertion into the unactivated tertiary C-H bond. However, when both 1,5- and 1,6-positions are activated for insertion by adjacent oxygen atoms, as in (2,2-dimethyl-1,3-dioxolan-4-yl)methyl diazoacetate, five-membered ring formation occurs exclusively in Rh-2(cap)(4)-catalyzed reactions, whereas use of dirhodium(II) acetate leads to both insertion products.
• Darstellung und Eigenschaften verschiedener ?-Keto-?-Lactone
  作者：H. Schinz、M. Hinder

  DOI：10.1002/hlca.19470300530

  日期：1947.8.1

表征谱图