5-hexyloxytropolone | 141672-38-0

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 5-hexyloxytropolone
• 英文别名: 5-hexoxy-2-hydroxycyclohepta-2,4,6-trien-1-one
• CAS: 141672-38-0
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: PIGKIJNLXYRESC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  戊二酰基二氯 、 5-hexyloxytropolone 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 Pentanedioic acid bis-(4-hexyloxy-7-oxo-cyclohepta-1,3,5-trienyl) ester
  参考文献：
  名称：

  New Twin-Type Troponoid Liquid Crystals with a Smectic C Phase

  摘要：

  孪晶型类滋养层液晶显示出单向平滑的 C 相，而相应的苯并类化合物则是非平滑的。相应的类滋养层单体显示出单向平展的 A 相，可以形成头尾排列。在孪晶中，分子必须移动才能形成头尾对齐，因为两个滋养甾酮部分的偶极矩方向相反。

  DOI：

  10.1246/cl.1998.617
• 作为产物：
  描述：

  溴己烷 、 4-hydroxy-cycloheptatrienone 在 六甲基磷酰三胺 、 sodium hydride 作用下， 生成 5-hexyloxytropolone
  参考文献：
  名称：

  Liquid Crystals Showing a Molecular Rearrangement: A Dynamic NMR Study of a 2-Benzoyloxytropone Mesogen

  摘要：

  The [1, 9] sigmatropic rearrangement has been studied by Dynamic NMR spectroscopy for a 2-benzoyloxy tropone mesogen. The proton spectra of the compound in CDCl3 and C6D6 as isotropic solvents have been recorded in the ranges 238-328 K and 277-343 K, respectively, and the rate constants for the dynamic process have been determined by line shape analysis. One-dimensional H-2 NMR spectra of the compound in its own mesophases and in the nematic phase E63, recorded between 300-330 K and 298-353 K respectively, show that the exchange process is in the slow limit for this kind of spectra and allow the study of orientational order. The values of the rate constants in anisotropic environments were yielded by the analysis of two-dimensional exchange H-2 NMR spectra in the range 310-330 K for the pure compound and 328-348 K for the compound in E63. The trends of the kinetic constants against temperature, analyzed by the Eyring equation, give the activation parameters of the rearrangement. The activation enthalpies are lower in the isotropic than in the anisotropic phases, and the activation entropies result, respectively, slightly negative and about zero. The frequency of the exchange in the mesophases of the pure compound is significantly lower than the typical frequency of molecular reorientation in nematic and S-C phases.

  DOI：

  10.1080/10587259608034071

文献信息

• Preparation of troponoid liquid crystals with a flexible oxymethylene linking unit
  作者：Akira Mori、Hisashi Taya、Hitoshi Takeshita、Seiji Ujiie

  DOI：10.1039/a704536k

  日期：——

  2-Benzyloxytropones, which have a saturated oxymethylene (–CH2O–) linking unit, show a monotropic smectic A phase while the corresponding alkoxybenzyl alkoxyphenyl ethers have poor mesogenic properties. The tropone carbonyl group acting as a dipolar lateral substituent enhances the smectic thermal stability.

  具有饱和氧亚甲基（-CH2O-）连接单元的 2-苄氧基托品呈现出单向晶相，而相应的烷氧基苄基烷氧基苯基醚则具有较差的中生特性。作为双极性横向取代基的托品羰基增强了共晶热稳定性。
• Mori, Akira; Taya, Hisashi; Takeshita, Hitoshi, Chemistry Letters, 1991, # 4, p. 579 - 580
  作者：Mori, Akira、Taya, Hisashi、Takeshita, Hitoshi

  DOI：——

  日期：——