11-vinyloxyundec-1-ene | 20763-76-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11-vinyloxyundec-1-ene
• 英文别名: 11-Ethenoxyundec-1-ene
• CAS: 20763-76-2
• 化学式: C₁₃H₂₄O
• 分子量: 196.333
• InChiKey: JRMNSZYTSPKQRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  14
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 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：

  11-vinyloxyundec-1-ene 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 叔丁基锂 作用下， 以 四氢呋喃 、 甲苯 、 正戊烷 为溶剂， 反应 8.5h， 生成 benzyl 2-[(E)-20-(1-[(benzyloxy)carbonyl]-vinyloxy)-10-icosenyl]oxyacrylate
  参考文献：
  名称：

  Ring-closing metathesis of α-ester-substituted enol ethers: application to the shortest synthesis of KDO

  摘要：

  Ring-closing metathesis reactions of alpha-ester-substituted enol ethers are described. In the case of unsubstituted terminal olefins, isomerization prior to cyclization was observed as an undesired side reaction, which could not be completely inhibited. Furthermore, this methodology was applied to a formal synthesis of KDO, which now represents the shortest synthetic pathway to KDO and its deoxy analogue. Interestingly, in this route olefin isomerization was not observed, presumably due to the increased steric environment of the double bond. Finally, an efficient two-step conversion to transform an alcohol into an alpha-alkoxy acrylate is also described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00819-6
• 作为产物：
  描述：

  10-十一烯-1-醇 、 乙烯基乙醚 在 palladium diacetate 1,10-菲罗啉 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到11-vinyloxyundec-1-ene
  参考文献：
  名称：

  Ring-closing metathesis of α-ester-substituted enol ethers: application to the shortest synthesis of KDO

  摘要：

  Ring-closing metathesis reactions of alpha-ester-substituted enol ethers are described. In the case of unsubstituted terminal olefins, isomerization prior to cyclization was observed as an undesired side reaction, which could not be completely inhibited. Furthermore, this methodology was applied to a formal synthesis of KDO, which now represents the shortest synthetic pathway to KDO and its deoxy analogue. Interestingly, in this route olefin isomerization was not observed, presumably due to the increased steric environment of the double bond. Finally, an efficient two-step conversion to transform an alcohol into an alpha-alkoxy acrylate is also described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00819-6

文献信息

• Free radically polymerizable coupling agents
  申请人：Henkel Loctite Corporation

  公开号：US20040006166A1

  公开（公告）日：2004-01-08

  In accordance with the present invention, there are provided novel coupling agents which are compatible with a wide variety of adhesive formulations and which provide substantial adhesion enhancement relative to base formulations to which they are added. Invention compounds comprise at least one free-radically polymerizable group (other than acrylate) and at least one reactive moiety which forms covalent bond(s) with substrates having free hydroxyl groups on the surface thereof. Thus, invention compounds are covalently linked to adhesive formulations upon free radical cure, while at the same time providing “residual” functionality which is capable of undergoing reaction with any substrate having reactive (e.g., hydroxyl) groups in the surface thereof.

  根据本发明，提供了新型耦合剂，这些耦合剂与各种胶粘剂配方兼容，并且相对于它们所添加的基础配方，提供了实质性的粘附增强。发明化合物至少包括一个自由基聚合基团（不包括丙烯酸酯）和至少一个反应性基团，该反应性基团与表面具有自由羟基的底物形成共价键。因此，发明化合物在自由基固化时与胶粘剂配方共价连接，同时提供“残留”功能，能够与表面具有反应性（例如羟基）基团的任何底物发生反应。
• US7199249B2
  申请人：——

  公开号：US7199249B2

  公开（公告）日：2007-04-03
• Ring-closing metathesis of α-ester-substituted enol ethers: application to the shortest synthesis of KDO
  作者：Koen F.W Hekking、Floris L van Delft、Floris P.J.T Rutjes

  DOI：10.1016/s0040-4020(03)00819-6

  日期：2003.8

  Ring-closing metathesis reactions of alpha-ester-substituted enol ethers are described. In the case of unsubstituted terminal olefins, isomerization prior to cyclization was observed as an undesired side reaction, which could not be completely inhibited. Furthermore, this methodology was applied to a formal synthesis of KDO, which now represents the shortest synthetic pathway to KDO and its deoxy analogue. Interestingly, in this route olefin isomerization was not observed, presumably due to the increased steric environment of the double bond. Finally, an efficient two-step conversion to transform an alcohol into an alpha-alkoxy acrylate is also described. (C) 2003 Elsevier Ltd. All rights reserved.