1-methoxy-4,8-dimethylnona-1,7-diene | 75456-65-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-methoxy-4,8-dimethylnona-1,7-diene
• CAS: 75456-65-4
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: ZUEVWKWMHDOVHO-UHFFFAOYSA-N

物化性质

• 沸点：
  245.9±19.0 °C(Predicted)
• 密度：
  0.827±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methoxy-4,8-dimethylnona-1,7-diene 在 sodium tetrahydroborate 、 mercury(II) diacetate 、 水 、 potassium carbonate 作用下， 生成 4,8-二甲基壬-7-烯-1-醇
  参考文献：
  名称：

  Selective Conversion of Enol Ethers into Alcohols in the Presence of Alkenes Using Hg(OAc)2-NaBH4

  摘要：

  由醛衍生的烷基烯醇醚在烯烃的存在下与 Hg(OAc)2-NaBH4 水溶液发生选择性氧巯基脱巯基反应，可获得良好甚至极佳的收率。这种方法可使单取代烯、反式取代烯、顺式二取代烯和三取代烯以及环烯得以存活。

  DOI：

  10.1055/s-1999-3433
• 作为产物：
  描述：

  1-Methoxy-4,8-dimethyl-1-phenylsulfanyl-non-7-en-2-ol 以98%的产率得到1-methoxy-4,8-dimethylnona-1,7-diene
  参考文献：
  名称：

  Elongation of carbonyl compounds by utilizing electroreduction as a key step

  摘要：

  DOI：

  10.1016/s0040-4039(00)92770-9

文献信息

• Palladium-Catalyzed Reactions of Enol Ethers: Access to Enals, Furans, and Dihydrofurans
  作者：Matthew G. Lauer、William H. Henderson、Amneh Awad、James P. Stambuli

  DOI：10.1021/ol3028994

  日期：2012.12.7

  The palladium-catalyzed oxidation of alkyl enol ethers to enals, which employs low loadings of a palladium catalyst, is described. The mild oxidation conditions tolerate a diverse array of functional groups, while allowing the formation of di-, tri-, and tetrasubtituted olefins. The application of this methodology to intramolecular reactions of alkyl enol ethers containing pendant alcohols provides

  描述了使用低负载量的钯催化剂的钯催化的烯醇醚氧化为烯醛。温和的氧化条件可耐受各种官能团，同时允许形成二，三和四取代的烯烃。该方法在含有侧链醇的烷基烯醇醚的分子内反应中的应用提供了呋喃和2，5-二氢呋喃产物。
• Highly Active Cross-Metathesis of Tetrafluoroethylene with a Seven-Membered N-Heterocyclic-Carbene–Ruthenium Catalyst
  作者：Kenta Mori、Midori Akiyama、Ko Inada、Yutaka Imamura、Yuichiro Ishibashi、Yusuke Takahira、Kyoko Nozaki、Takashi Okazoe

  DOI：10.1021/jacs.1c10574

  日期：2021.12.15

  A drastic increase in catalyst turnover number (TON) was accomplished in the cross-metathesis of tetrafluoroethylene (TFE) and vinyl ethers. Under a continuous flow of TFE, catalyst Ru7, which contains a seven-membered N-heterocyclic carbene (NHC) ligand, reached a TON of 4100; this is 2 orders of magnitude higher than the highest hitherto reported value. Mechanistic studies revealed that the expanded

  在四氟乙烯 (TFE) 和乙烯基醚的交叉复分解中实现了催化剂周转数 (TON) 的急剧增加。在 TFE 的连续流动下，含有七元 N-杂环卡宾 (NHC) 配体的催化剂Ru7的 TON 达到 4100；这比迄今为止报告的最高值高出 2 个数量级。机理研究表明，扩展的 NHC 成功地破坏了具有二氟卡宾结构的稳定中间体，从而强烈促进了反应。
• Viaticene A - An Unusual Tetraterpene Cuticular Lipid Isolated from the Springtail <i>Hypogastrura viatica</i>
  作者：Jan E. Bello、Patrick Stamm、Hans Petter Leinaas、Stefan Schulz

  DOI：10.1002/ejoc.201900224

  日期：2019.3.21

  constitutes the epicuticular layer of this Collembola. The structure was elucidated by combination of NMR‐techniques and chemical synthesis of degradation products. A Y‐shaped structure is formed by joining two terpene building blocks made up by six and two prenyl units, respectively. Viaticene is the first member of a new tetraterpene compound class.

  一个独特的高度支化的四萜烯构成了这种Collembola的表皮层。通过核磁共振技术和降解产物的化学合成相结合阐明了结构。AY型结构是通过将分别由六个和两个异戊烯基单元组成的两个萜烯结构单元连接在一起而形成的。tic烯是新的四萜烯化合物类别的第一个成员。
• Highly <i>E</i>-Selective, Stereoconvergent Nickel-Catalyzed Suzuki–Miyaura Cross-Coupling of Alkenyl Ethers
  作者：Guo-Ming Ho、Heiko Sommer、Ilan Marek

  DOI：10.1021/acs.orglett.9b00946

  日期：2019.4.19

  An improved method for the nickel-catalyzed Suzuki-Miyaura cross-coupling of alkenyl ethers is reported. This stereoconvergent protocol allows for the utilization of a wide range of alkenyl ethers and aryl boronic esters for the synthesis of variously substituted styrene derivatives. An olefinic mixture with respect to the alkenyl ethers can be employed, thereby circumventing the stereodefined synthesis of starting materials. Preliminary mechanistic investigations indicate a nickel-catalyzed olefin isomerization following initial stereoretentive cross-coupling.