dodeca-2,4-diyn-1-ol | 95667-32-6

• 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: dodeca-2,4-diyn-1-ol
• 英文别名: 2,4-Dodecadiyn-1-ol
• CAS: 95667-32-6
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: PNIYCBRYTYWDGO-UHFFFAOYSA-N

物化性质

• 熔点：
  36-38 °C
• 沸点：
  296.3±23.0 °C(Predicted)
• 密度：
  0.934±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 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：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dodeca-2,4-diyn-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 montiporyne B
  参考文献：
  名称：

  Synthesis of montiporynes A and B

  摘要：

  Montiporynes A and B, that were among the recently isolated diacetylenic ketones from the stony coral Montipora sp., and reported to possess in vitro cytotoxic activity against several human solid tumor cells, have been synthesized ill three simple steps from readily available materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02143-8
• 作为产物：
  描述：

  1-壬炔 在 四氢吡咯 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 silver nitrate 作用下， 以 丙酮 为溶剂， 生成 dodeca-2,4-diyn-1-ol
  参考文献：
  名称：

  Synthesis of montiporynes A and B

  摘要：

  Montiporynes A and B, that were among the recently isolated diacetylenic ketones from the stony coral Montipora sp., and reported to possess in vitro cytotoxic activity against several human solid tumor cells, have been synthesized ill three simple steps from readily available materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02143-8

文献信息

• Application of the Solid-Supported Glaser–Hay Reaction to Natural Product Synthesis
  作者：Jessica S. Lampkowski、Diya M. Uthappa、John F. Halonski、Johnathan C. Maza、Douglas D. Young

  DOI：10.1021/acs.joc.6b02407

  日期：2016.12.16

  synthetic reaction for the preparation of polyynes; however, chemoselectivity issues have precluded its widespread utilization. Conducting the reaction on a solid-support provides a mechanism to alleviate the chemoselectivity issues and provide products in high purities and yields. Moreover, the polyyne core is a key component to several natural products. Herein, we describe the application of a solid-supported

  末端炔烃的Glaser-Hay偶联是制备聚炔的有用合成反应。然而，化学选择性的问题阻碍了它的广泛应用。在固体载体上进行反应提供了减轻化学选择性问题并提供高纯度和高收率的产物的机制。此外，聚炔核是几种天然产物的关键成分。本文中，我们描述了固相支持的Glaser-Hay反应在几种天然产物的制备中的应用。然后筛选这些化合物的抗菌活性，说明该方法的实用性。
• Effects of Structural Variations on Antibacterial Properties for Conjugated Diynes Generated through Glaser Hay Couplings
  作者：Emma A. Hale、Hannah M. Ryan、Alexandra M. McOsker、Cody M. Funk、Lauren C. Green、Lauren E. Mazur、Diya M. Uthappa、Brian M. Flood、Douglas D. Young、Robert J. Hinkle

  DOI：10.1002/cmdc.202200455

  日期：2022.12.16

  A series of conjugated diynes were prepared via both solution phase and solid-supported Glaser Hay couplings and screened for selective antibacterial activities. A focused structure–activity relationship screen was performed to identify key components of natural product derivatives that were essential for biological activity.

  通过溶液相和固载 Glaser Hay 偶联制备了一系列共轭二炔，并筛选了其选择性抗菌活性。进行了重点结构-活性关系筛选，以确定对生物活性至关重要的天然产物衍生物的关键成分。
• Synthesis of polyacetylenic montiporic acids A and B
  作者：Hélio A. Stefani、Iguatemi M. Costa、Gilson Zeni

  DOI：10.1016/s0040-4039(99)01967-x

  日期：1999.12

  The synthesis of two polyacetylenic acids, montiporic A and B is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Synthesis of 1,3-Diynes Using Palladium-Copper Catalysis
  作者：John Wityak、John B. Chan

  DOI：10.1080/00397919108019785

  日期：1991.4

  1,3-Diynes were synthesized by a facile palladium-copper catalyzed coupling of 1-alkynes with 1-iodoalkynes.
• A Facile Reduction of Diynols to Ene-yn-ols
  作者：Robert E. Doolittle

  DOI：10.1055/s-1984-30948

  日期：——