7-phenylheptane-4,6-diynoic acid chloride | 902760-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-phenylheptane-4,6-diynoic acid chloride
• CAS: 902760-29-6
• 化学式: C₁₃H₉ClO
• 分子量: 216.667
• InChiKey: ZMLXXMDBFVNEGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  7-phenylheptane-4,6-diynoic acid chloride 、 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以57%的产率得到[(2R,4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl] 7-phenylhepta-4,6-diynoate
  参考文献：
  名称：

  Synthesis and Self-Assembling Properties of Diacetylene-Containing Glycolipids

  摘要：

  [GRAPHICS]Diacetylene-containing glycolipids are interesting molecules that have many potential applications. The polydiacetylenes formed by the cross-linking of the diacetylene lipids are new stimuli-responsive materials. In particular, diacetylene lipids that can form gels in aqueous solution are of great interest in designing functional biocompatible materials. We have synthesized a series of diacetylene-containing sugar lipids with different chain lengths, substituents, and positions of diyne and studied their self-assembling properties in several solvents including hexane, ethanol, and ethanol/water mixture. Among the 24 diacetylene-containing glycolipids synthesized, many of them exhibited excellent gelation properties in ethanol or ethanol/water mixture. Typically very long chain diacetylene lipids formed gels in ethanol and hexane. Shorter chain diacetylene lipids and compounds with one free hydroxyl group can form gels in aqueous solution. The position of the diyne and chain length affect the self-assembling properties significantly. The systematic study of the gelation properties for diacetylene lipids with different lipid chains can help us to understand the structure requirement for the desired physical properties. Optical microscopy studies showed that the molecules form interesting architectures such as tubules, rods, sheets, and belts. The resulting organogels can also be cross-linked and give different colored polymerized gels depending on their structures.

  DOI：

  10.1021/jo052317t
• 作为产物：
  描述：

  炔丙基脲 在 草酰氯 、 盐酸羟胺 、 正丁胺 、 copper(l) chloride 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 7-phenylheptane-4,6-diynoic acid chloride
  参考文献：
  名称：

  Synthesis and Self-Assembling Properties of Diacetylene-Containing Glycolipids

  摘要：

  [GRAPHICS]Diacetylene-containing glycolipids are interesting molecules that have many potential applications. The polydiacetylenes formed by the cross-linking of the diacetylene lipids are new stimuli-responsive materials. In particular, diacetylene lipids that can form gels in aqueous solution are of great interest in designing functional biocompatible materials. We have synthesized a series of diacetylene-containing sugar lipids with different chain lengths, substituents, and positions of diyne and studied their self-assembling properties in several solvents including hexane, ethanol, and ethanol/water mixture. Among the 24 diacetylene-containing glycolipids synthesized, many of them exhibited excellent gelation properties in ethanol or ethanol/water mixture. Typically very long chain diacetylene lipids formed gels in ethanol and hexane. Shorter chain diacetylene lipids and compounds with one free hydroxyl group can form gels in aqueous solution. The position of the diyne and chain length affect the self-assembling properties significantly. The systematic study of the gelation properties for diacetylene lipids with different lipid chains can help us to understand the structure requirement for the desired physical properties. Optical microscopy studies showed that the molecules form interesting architectures such as tubules, rods, sheets, and belts. The resulting organogels can also be cross-linked and give different colored polymerized gels depending on their structures.

  DOI：

  10.1021/jo052317t