1-phenyldec-1-yn-4-ol | 138907-11-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-phenyldec-1-yn-4-ol
• CAS: 138907-11-6
• 化学式: C₁₆H₂₂O
• 分子量: 230.35
• InChiKey: XAYOKKCLMUQDLU-UHFFFAOYSA-N

物化性质

• 沸点：
  356.7±25.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,2-环氧辛烷 、 lithium phenylacetylide 在 lithium perchlorate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以96%的产率得到1-phenyldec-1-yn-4-ol
  参考文献：
  名称：

  Stereo- and regioselective metal salt-catalyzed alkynylation of 1,2-epoxides

  摘要：

  A simple, efficient, stereoselective, and highly regioselective method for the synthesis of beta-hydroxyacetylenes by the direct opening of 1,2-epoxides with lithium acetylides in anhydrous THF, in the presence of metal salts, is described. This new method appears to be competitive and alternative to the other methods previously reported.

  DOI：

  10.1016/0040-4039(91)80237-z

文献信息

• Carbonyl propargylation by 1-substituted prop-2-ynyl mesylates and carbonyl allenylation by 3-substituted prop-2-ynyl mesylates with tin(ii) iodide and tetrabutylammonium iodide
  作者：Yoshiro Masuyama、Akiko Watabe、Akihiro Ito、Yasuhiko Kurusu

  DOI：10.1039/b006646j

  日期：——

  1-Substituted prop-2-ynyl mesylates cause propargylation of aldehydes with tin(II) iodide, tetrabutylammonium iodide and sodium iodide in 1,3-dimethylimidazolidin-2-one to produce 2-substituted but-3-yn-1-ols, while 3-substituted prop-2-ynyl mesylates cause allenylation of aldehydes under the same conditions as those of the propargylation by 1-substituted prop-2-ynyl mesylates to produce 2-substituted

  1-取代的丙-2-炔基甲磺酸盐在 1,3-二甲基咪唑啉-2-酮中引起醛与碘化锡 (II)、碘化四丁基铵和碘化钠的炔丙基化，生成 2-取代的丁-3-yn-1-醇，而3-取代的prop-2-ynyl甲磺酸酯在与1-取代的prop-2-ynyl甲磺酸酯的炔丙基化相同的条件下引起醛的烯丙基化以产生2-取代的buta-2,3-dien-1-ols。
• The half‐sandwich titanocene CpTi ^III Cl ₂ as efficient system for the preparation of 2,5‐dihydrofurans <i>via</i> α‐allenols
  作者：Irene Torres‐García、Josefa L. López‐Martínez、Raquel Martínez‐Martínez、J. Enrique Oltra、Manuel Muñoz‐Dorado、Ignacio Rodríguez‐García、Miriam Álvarez‐Corral

  DOI：10.1002/aoc.5244

  日期：2020.1

  excellent system for the Barbier‐type reaction between aldehydes and propargylic halides, leading to homopropargylic alcohols and α‐allenols. An efficient and straightforward methodology for the conversion of aldehydes into 2,5‐dihydrofurans involving a two‐step sequence (TiIII addition‐AgI cyclization) is presented. The usefulness of the method is proved by the preparation of a Natural Product: a dihydrofuranic

  半夹心钛茂试剂CpTi III Cl 2是通过用锰原位还原商用CpTiCl 3而获得的，它是醛与炔丙基卤化物之间的Barbier型反应的极佳系统，可导致均炔丙基醇和α-烯丙醇。提出了一种高效，直接的方法，将醛转化为2,5-二氢呋喃涉及两个步骤（Ti III加成-Ag I环化）。该方法的有用性通过制备天然产物：从Mikania sp。的叶子中分离出来的二氢呋喃丹丹证明。十一月