Nona-2,8-diynoic acid | 144534-35-0

• 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: Nona-2,8-diynoic acid
• CAS: 144534-35-0
• 化学式: C₉H₁₀O₂
• 分子量: 150.177
• InChiKey: DMWZFIBPDANXOI-UHFFFAOYSA-N

物化性质

• 沸点：
  295.2±23.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Nona-2,8-diynoic acid 在 4-二甲氨基吡啶 、 二异丁基氢化铝 、 N,N'-二环己基碳二亚胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 (E,E)-8-nonyne-2,4-dienol
  参考文献：
  名称：

  A short synthesis of conjugated unsaturated alcohols

  摘要：

  Isomerization of acetylenic pentafluorophenyl esters in the presence of phosphines gives rise to activated dienoic esters, which can be reduced directly in a simple one pot procedure to the corresponding conjugated unsaturated alcohols 6-10. The higher reactivity of the pentafluorophenyl esters in comparison to alkyl esters allows their selective isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10385-4
• 作为产物：
  描述：

  Methyl nona-2,8-diynoate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以80%的产率得到Nona-2,8-diynoic acid
  参考文献：
  名称：

  Nickel(0)-promoted synthesis of tetralin lactones from the co-cyclisation of monoynes and octa-1,7-diynes terminally substituted with ester or amide groups

  摘要：

  The co-cyclisation of octa-1,7-diynes with a variety of monoynes mediated by nickel(0) requires ester or amide groups at the terminal positions of the diyne and is subject to steric hindrance about the diyne rather than the monoyne; fused tetralin lactones are the most common products obtained in moderate to good yields. Intramolecular cyclisation of two triynes to the same type of product gives superior yields.

  DOI：

  10.1039/p19920002163

文献信息

• [EN] CARBOXYLATION OF TERMINAL ALKYNES<br/>[FR] CARBOXYLATION D'ALKYNES TERMINAUX
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2011075087A1

  公开（公告）日：2011-06-23

  The present invention describes a process for converting a terminal alkyne into an alkynoic acid. In this process the alkyne is exposed to carbon dioxide in the presence of a copper (I) species, a base and a complexing agent capable of complexing copper (I).

  本发明描述了一种将末端炔烃转化为炔酸的过程。在这个过程中，炔烃暴露在二氧化碳的作用下，同时存在铜(I)物种、一种碱和一种能够与铜(I)形成络合物的络合剂。
• Total Synthesis of Cryptoacetalide
  作者：Yan Zou、Alexander Deiters

  DOI：10.1021/jo100867v

  日期：2010.8.6

  We are reporting the first total synthesis of the tetracyclic terpene natural product cryptoacetalide. Key steps of the synthesis are a microwave-mediated [2+2+2] cyclo-trimerization reaction to construct the central benzene ring, and a light-mediated radical cyclization to assemble the spiro-ketal moiety.

  我们正在报告四环萜烯天然产物隐乙缩醛的首次全合成。合成的关键步骤是微波介导的[2 + 2 + 2]环三聚反应以构建中心苯环，以及光介导的自由基环化以组装螺缩酮部分。
• 10.1039/d4ob00856a
  作者：Andler, Oliver、Kazmaier, Uli

  DOI：10.1039/d4ob00856a

  日期：——

  Moiramide B is a peptide–polyketide hybrid with a bacterial origin and interesting antibiotic activity. Besides its structurally conserved peptide part, it contains a highly variable fatty acid side chain. We modified this part of the molecule by introducing a terminal alkyne, and we then subjected it to click reactions and Sonogashira couplings. This provided a library of moiramide B derivatives with

  Moiramide B 是一种肽-聚酮化合物杂合体，具有细菌来源和有趣的抗生素活性。除了其结构保守的肽部分外，它还含有高度可变的脂肪酸侧链。我们通过引入末端炔烃来修饰分子的这一部分，然后对其进行点击反应和 Sonogashira 偶联。这提供了一个具有高选择性体内抗金黄色葡萄球菌活性的moiramide B衍生物文库。
• ——
  作者：Frank Köster、Erkhardt Dinjus、Elisabet Duñach

  DOI：10.1002/1099-0690(200107)2001:13<2507::aid-ejoc2507>3.0.co;2-p

  日期：2001.7
• A short synthesis of conjugated unsaturated alcohols
  作者：Uli Kazmaier

  DOI：10.1016/s0040-4020(97)10385-4

  日期：1998.2

  Isomerization of acetylenic pentafluorophenyl esters in the presence of phosphines gives rise to activated dienoic esters, which can be reduced directly in a simple one pot procedure to the corresponding conjugated unsaturated alcohols 6-10. The higher reactivity of the pentafluorophenyl esters in comparison to alkyl esters allows their selective isomerization. (C) 1998 Elsevier Science Ltd. All rights reserved.