8-oxabicyclo[4,3,0]nonane-7-one | 2611-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异苯并呋喃
• 英文名称: 8-oxabicyclo[4,3,0]nonane-7-one
• 英文别名: hexahydrophthalide；3a,4,5,6,7,7a-hexahydro-3H-2-benzofuran-1-one
• CAS: 2611-01-0
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: WLYUMBPDHPMKHM-UHFFFAOYSA-N

物化性质

• 沸点：
  120 °C(Press: 5 Torr)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  8-oxabicyclo[4,3,0]nonane-7-one 在 copper chromite 作用下， 250.0 ℃ 、24.51 MPa 条件下， 生成 2-甲基环己烷甲醇
  参考文献：
  名称：

  Process of preparing hydroaromatic alcohols

  摘要：

  公开号：

  US02037876A1
• 作为产物：
  描述：

  ((1R,2R)-cyclohexane-1,2-diyl)dimethanol 在 (CH₃)5C₅*Ir(-OCH₂C(C₆H₅)2NH-) 作用下， 以 丙酮 为溶剂， 反应 36.0h， 以98%的产率得到8-oxabicyclo[4,3,0]nonane-7-one
  参考文献：
  名称：

  Mild and Chemoselective Synthesis of Lactones from Diols Using a Novel Metal−Ligand Bifunctional Catalyst

  摘要：

  [GRAPHICS]A novel amino alcohol-based Ir bifunctional complex acts as an efficient catalyst for oxidative lactonization of 1,4- or 1,5-diols with a substrate-to-catalyst molar ratio of 200-1000 in acetone or butanone. The reaction proceeds with broad functional group tolerance to give lactone in high yield at room temperature. The catalyst precursor Cp*IrCl[OCH2C(C6H5)(2)NH2] is isolated and characterized by a single-crystal X-ray analysis.

  DOI：

  10.1021/ol026091h

文献信息

• Aerobic Lactonization of Diols by Biomimetic Oxidation
  作者：Yoshinori Endo、Jan-E. Bäckvall

  DOI：10.1002/chem.201102168

  日期：2011.11.4

  Coming up for air: Highly efficient aerobic lactonization can be carried out by a biomimetic oxidation system based on coupled redox catalysts (ruthenium catalyst and electron transfer mediators). This system leads to a low‐energy electron transfer from diol to molecular oxygen. Various diols were aerobically oxidized to the corresponding five‐ to nine‐membered lactones in good to high yields under

  空气进入：高效的好氧内酯化反应可以通过基于偶合氧化还原催化剂（钌催化剂和电子传递介体）的仿生氧化系统进行。该系统导致低能电子从二醇转移到分子氧。在温和的反应条件下，各种二醇被好氧氧化成相应的五元至九元内酯（见方案）。
• Catalytic Preparation of Cyclic Carboxylic Esters
  申请人：Spindler Felix

  公开号：US20090275761A1

  公开（公告）日：2009-11-05

  Preparation of cyclic esters by hydrogenation of a carbonyl group in at least one anhydride radical —C(O)—O—C(O)— of a cyclic dicarboxylic or polycarboxylic anhydride by means of hydrogen in the presence of a homogeneous noble metal catalyst, characterized in that the hydrogenation is carried out in a homogeneous reaction mixture using an iridium catalyst. The cyclic esters are obtained in good chemical and optical yields when prochiral anhydrides are used together with chiral iridium catalysts.

  通过在至少一个环状二羧酸酐基团—C(O)—O—C(O)—中的羰基团上加氢来制备环酯，所述环状二羧酸酐为环状二羧酸酐或多羧酸酐，通过在均相贵金属催化剂存在下使用氢气，在均相反应混合物中使用铱催化剂进行氢化反应。当使用外消旋酸酐与手性铱催化剂一起时，可以获得良好的化学和光学产率。
• Photo-induced radical borylation of hemiacetals via C–C bond cleavage
  作者：Qianyi Liu、Jianning Zhang、Lei Zhang、Fanyang Mo

  DOI：10.1016/j.tet.2020.131867

  日期：2021.1

  In this study, we reported a photo-induced radical borylation of hemiacetal derivatives via C–C bond cleavage. This transformation can be realized under mild conditions with simple reaction settings and irradiation of visible light. A series of substrates, including both cyclic and linear hemiacetal derivatives, were effectively transformed to the borylation product in moderate to good yields. Finally

  在这项研究中，我们报道了通过C–C键断裂引起的半缩醛衍生物的光诱导自由基硼化。这种转变可以在温和的条件下通过简单的反应设置和可见光照射实现。包括环状和线性半缩醛衍生物在内的一系列底物均以中等至良好的收率有效地转化为硼化产物。最后，通过DFT计算对机理进行了详细研究，表明了对自由基硼化过程的认识。
• RADIATION-SENSITIVE RESIN COMPOSITION, METHOD FOR FORMING A RESIST PATTERN, COMPOUND, AND POLYMER
  申请人：ASANO Yuusuke

  公开号：US20120156612A1

  公开（公告）日：2012-06-21

  A radiation-sensitive resin composition includes a first polymer that includes a repeating unit having an acid-labile group and becomes alkali-soluble upon dissociation of the acid-labile group, and a radiation-sensitive acid-generating agent. The acid-labile group has a structure shown by a general formula (1). R 1 represents a methyl group or the like, R 2 represents a hydrocarbon group that forms a cyclic structure, R 3 represents a fluorine atom or the like, R 4 represents a carbon atom, and n 1 is an integer from 1 to 7.

  一种辐射敏感树脂组合物包括第一聚合物，其中包括具有酸敏感基团的重复单元，在酸敏感基团解离后变为碱溶解性，并且包括辐射敏感酸发生剂。酸敏感基团具有通式（1）所示的结构。R1代表甲基基团或类似物，R2代表形成环状结构的碳氢基团，R3代表氟原子或类似物，R4代表碳原子，n1为1至7之间的整数。
• RADIATION-SENSITIVE RESIN COMPOSITION, METHOD FOR FORMING RESIST PATTERN, POLYMER AND POLYMERIZABLE COMPOUND
  申请人：ASANO Yuusuke

  公开号：US20120237875A1

  公开（公告）日：2012-09-20

  A radiation-sensitive resin composition includes a first polymer including an acid-labile group, an acid generator to generate an acid upon exposure to radiation, and a second polymer including a fluorine atom and a functional group shown by a general formula (x). The second polymer has a fluorine atom content higher than a fluorine atom content of the first polymer. R 1 represents an alkali-labile group. A represents an oxygen atom, —NR′—, —CO—O— # or —SO 2 —O— ## , wherein the oxygen atom represented by A is not an oxygen atom bonded directly to an aromatic ring, a carbonyl group, or a sulfoxyl group, R′ represents a hydrogen atom or an alkali-labile group, and “#” and “##” indicates a bonding hand bonded to R 1 . -A-R 1 (x)

  一种辐射敏感树脂组合物包括第一聚合物，其中包括酸敏感基团，酸发生剂用于在辐射照射后生成酸，以及第二聚合物，其中包括氟原子和由通用公式（x）表示的功能基团。第二聚合物的氟原子含量高于第一聚合物的氟原子含量。R1代表碱性易裂解基团。A代表氧原子，-NR′—，-CO—O—#或-SO2—O—##，其中A代表的氧原子不是直接与芳香环、酰基或亚砜基结合的氧原子，R′代表氢原子或碱性易裂解基团，“#”和“##”表示与R1结合的键合手。-A-R1(x)