3-(10-undecenyl)-13-tetradecene | 773878-47-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3-(10-undecenyl)-13-tetradecene
• 英文别名: 12-ethyltricosa-1,22-diene；12-Ethyltricosa-1,22-diene
• CAS: 773878-47-0
• 化学式: C₂₅H₄₈
• 分子量: 348.656
• InChiKey: RUDRNKYDRSNWKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  25
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3-undec-10-enyl-tetradec-13-enoic acid 在 lithium aluminium tetrahydride 、 四溴化碳 、 magnesium 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-(10-undecenyl)-13-tetradecene
  参考文献：
  名称：

  Modeling Branched Polyethylene:  Copolymers Possessing Precisely Placed Ethyl Branches

  摘要：

  A structural investigation of precise ethylene/1-butene (EB) copolymers has been completed using step polymerization chemistry. The synthetic methodology needed to generate four model copolymers is described; their primary and higher level structure is characterized. The copolymers possess an ethyl branch on every 9th, 15th, and 21st carbon along the backbone of linear polyethylene. Melting points and heats of fusion decrease with increased branch frequency. Differential scanning calorimetry and infrared spectroscopy show highly disordered crystal structures favoring ethyl branch inclusion. On the other hand, the EB copolymers contain high concentrations of kink and gauche defects independent of branch frequency. These model copolymers are compared with random copolymers produced using traditional chain chemistry and previously synthesized ADMET EP copolymers.

  DOI：

  10.1021/ja047850p

文献信息

• Precision Polyethylene: Changes in Morphology as a Function of Alkyl Branch Size
  作者：Giovanni Rojas、Bora Inci、Yuying Wei、Kenneth B. Wagener

  DOI：10.1021/ja907521p

  日期：2009.12.2

  precision-branched polyethylene structures, the branch being placed on each 21st carbon and ranging in size from a methyl group to an adamantyl group. The crystalline unit cell is shifted from orthorhombic to triclinic, depending upon the nature of the precision branch. Further, the branch can be positioned either in the crystalline phase or in the amorphous phase of polyethylene, a morphology change

  复分解缩聚化学已被用于控制一系列 11 种精密支化聚乙烯结构的结晶形态，支链位于每个第 21 个碳上，大小从甲基到金刚烷基不等。根据精密分支的性质，晶体晶胞从斜方晶转变为三斜晶。此外，支链可以位于聚乙烯的结晶相或无定形相中，形态变化由精密支链的尺寸决定。这种形态控制水平是通过使用逐步聚合化学来生产聚乙烯而不是传统的链聚合技术来实现的。这样做需要合成一系列独特的对称二烯单体，并结合相关支链，随后进行 ADMET 聚合和氢化以产生正在研究的精密支化聚乙烯。介绍了所有反应中间体以及精密聚合物本身的详尽结构表征。观察到此类聚合物的形态发生明显变化，其中小支链（甲基和乙基）包含在晶胞中，而质量等于或大于丙基的支链被排除在晶体之外。当支链被排除在晶胞之外时，所有这些聚乙烯聚合物都具有基本相同的熔融温度，无论支链的大小如何，甚至对于金刚烷基支链也是如此。介绍了所有反应中间体以及精密聚合物本身的详尽结构表
• Avoiding Olefin Isomerization During Decyanation of Alkylcyano α,ω-Dienes: A Deuterium Labeling and Structural Study of Mechanism
  作者：Giovanni Rojas、Kenneth B. Wagener

  DOI：10.1021/jo800640j

  日期：2008.7.1

  pathway involving decyanation chemistry for the synthesis of pure alkyl α,ω-dienes in quantitative yields is presented. Prior methodologies for the preparation of such compounds required 6−9 steps, sometimes leading to product mixtures resulting from olefin isomerization chemistry. This isomerization chemistry has been eliminated. Deuteration labeling and structural mechanistic investigations were completed

  提出了一种涉及脱氰化学的两步合成途径，以定量收率合成纯烷基α，ω-二烯。用于制备此类化合物的现有方法学需要6-9个步骤，有时会由于烯烃异构化化学反应而产生产物混合物。消除了这种异构化化学反应。完成氘化标记和结构机理研究以破译这种化学反应。氘标记实验揭示了这种自由基脱氰化学的精确性质，其中醇起着氢供体的作用。本文报道了避免竞争性分子内环化的正确分子设计，以及在脱氰过程中避免烯烃异构化的必要反应条件。
• Modeling Branched Polyethylene:  Copolymers Possessing Precisely Placed Ethyl Branches
  作者：John C. Sworen、Jason A. Smith、Jessica M. Berg、Kenneth B. Wagener

  DOI：10.1021/ja047850p

  日期：2004.9.1

  A structural investigation of precise ethylene/1-butene (EB) copolymers has been completed using step polymerization chemistry. The synthetic methodology needed to generate four model copolymers is described; their primary and higher level structure is characterized. The copolymers possess an ethyl branch on every 9th, 15th, and 21st carbon along the backbone of linear polyethylene. Melting points and heats of fusion decrease with increased branch frequency. Differential scanning calorimetry and infrared spectroscopy show highly disordered crystal structures favoring ethyl branch inclusion. On the other hand, the EB copolymers contain high concentrations of kink and gauche defects independent of branch frequency. These model copolymers are compared with random copolymers produced using traditional chain chemistry and previously synthesized ADMET EP copolymers.