1-dodecynyllithium | 21433-47-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: 1-dodecynyllithium
• CAS: 21433-47-6
• 化学式: C₁₂H₂₁Li
• 分子量: 172.24
• InChiKey: GKUYJGFTJMDWLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-dodecynyllithium 在 四丁基氟化铵 咪唑 、 4-二甲氨基吡啶 、 三氟化硼乙醚 、 sodium carbonate 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.5h， 生成
  参考文献：
  名称：

  Stereocontrolled entry to 2,5-disubstituted tetrahydrofurans from hex-2-enono-δ-lactones under mild conditions

  摘要：

  A stereospecific route to highly functionalized 2,5-disubstituted tetrahydrofuran derivatives from readily available 6-O-silylated-hex-2-enono-delta-lactones is reported. The protocol involves an efficient Michael type O-heterocyclization reaction followed by selective ring openig of the lactone moiety.

  DOI：

  10.1016/s0040-4039(00)61202-9

文献信息

• Chemoselective Activation of Diethyl Phosphonates: Modular Synthesis of Biologically Relevant Phosphonylated Scaffolds
  作者：Pauline Adler、Amandine Pons、Jing Li、Jörg Heider、Bogdan R. Brutiu、Nuno Maulide

  DOI：10.1002/anie.201806343

  日期：2018.10

  Phosphonates have garnered considerable attention for years owing to both their singular biological properties and their synthetic potential. State‐of‐the‐art methods for the preparation of mixed phosphonates, phosphonamidates, phosphonothioates, and phosphinates rely on harsh and poorly selective reaction conditions. We report herein a mild method for the modular preparation of phosphonylated derivatives

  多年来，由于其独特的生物学特性和合成潜力，膦酸酯已经引起了相当大的关注。用于制备混合膦酸酯，膦酰胺，膦硫代酸酯和次膦酸酯的最新方法依赖于苛刻且选择性差的反应条件。我们在此报告了一种温和的方法，用于模块化制备膦酰化衍生物，其中一些表现出有趣的生物学活性，其基于三氟甲磺酸酐的化学选择性活化。该程序可以用广泛的O，S，N和C亲核试剂进行灵活甚至重复的取代。
• Synthesis and Solid-State Polymerization of<i>ω</i>-(1,3-Butadiynyl) Substituted 1-Alkanol and Alkanoic Acid
  作者：Shuji Okada、Hiro Matsuda、Masaaki Otsuka、Naoto Kikuchi、Kikuko Hayamizu、Hachiro Nakanishi、Masao Kato

  DOI：10.1246/bcsj.67.455

  日期：1994.2

  The amphiphilic diacetylenes with directly-bound aromatic substituents, i. e. 27-aryl-24,26-heptacosadiyn-1-ols and -diynoic acids, were synthesized and the solid-state polymerization of these compounds upon γ-ray and UV irradiation was investigated. More than half of the compounds synthesized are polymerizable because the packing effect of the methylene chains makes the diacetylene moieties align into

  合成了具有直接结合的芳族取代基的两亲性丁二炔，即 27-芳基-24,26-七十二碳二炔-1-醇和二炔酸，并研究了这些化合物在 γ 射线和紫外线照射下的固态聚合。合成的化合物中有一半以上是可聚合的，因为亚甲基链的堆积效应使丁二炔部分排列成可聚合的堆叠。发现亲水端和疏水端的体积是影响该系列化合物聚合性的重要因素。
• Fungicidal activity of truncated analogues of dihydrosphingosine
  作者：Karin Thevissen、Ulrik Hillaert、Els M.K. Meert、Kuen K. Chow、Bruno P.A. Cammue、Serge Van Calenbergh、Isabelle E.J.A. François

  DOI：10.1016/j.bmcl.2008.05.067

  日期：2008.7

  The minimal fungicidal concentration (MFC) of dihydrosphingosine (DHS), phytosphingosine (PHS), and five short-chain DHS derivatives was determined for Candida albicans and Candida glabrata. In this respect, a C15- and a C17-homologue of DHS showed a 2- to 10-fold decreased MFC as compared to native DHS (i.e. C18-DHS). DHS derivatives that were active, that is, comprising 12, 15, 17, or 18 carbon atoms

  确定了白色念珠菌和光滑念珠菌的二氢鞘氨醇（DHS），植物鞘氨醇（PHS）和五种短链DHS衍生物的最小杀真菌浓度（MFC）。在这方面，与天然DHS（即C18-DHS）相比，DHS的C15和C17同源物显示MFC降低了2到10倍。具有活性的DHS衍生物（即包含12、15、17或18个碳原子）诱导了白色念珠菌中活性氧物质（ROS）的积累。
• Lopez, J. Cristobal; Gomez, Ana M.; Valverde, Serafin, Journal of the Chemical Society. Chemical communications, 1992, # 8, p. 613 - 615
  作者：Lopez, J. Cristobal、Gomez, Ana M.、Valverde, Serafin

  DOI：——

  日期：——
• Stereocontrolled entry to 2,5-disubstituted tetrahydrofurans from hex-2-enono-δ-lactones under mild conditions
  作者：Ana M. Gómez、Serafín Valverde、J.Cristóbal López

  DOI：10.1016/s0040-4039(00)61202-9

  日期：1992.8

  A stereospecific route to highly functionalized 2,5-disubstituted tetrahydrofuran derivatives from readily available 6-O-silylated-hex-2-enono-delta-lactones is reported. The protocol involves an efficient Michael type O-heterocyclization reaction followed by selective ring openig of the lactone moiety.