3,5-bis[4-(dodecyloxy)phenyl]isoxazole | 1417461-35-8

• 英文名称: 3,5-bis[4-(dodecyloxy)phenyl]isoxazole
• 英文别名: 3,5-Bis(4-dodecoxyphenyl)-1,2-oxazole
• CAS: 1417461-35-8
• 化学式: C₃₉H₅₉NO₃
• 分子量: 589.902
• InChiKey: YPURHCUZBUJTLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  43
• 可旋转键数：
  26
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-正癸氧基苯甲醛 在 manganese(IV) oxide 、 sodium chloride dihydrate 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 1.5h， 生成 3,5-bis[4-(dodecyloxy)phenyl]isoxazole
  参考文献：
  名称：

  Synthesis and Liquid Crystal Properties of New Fluorinated Isoxazoles

  摘要：

  New fluorinated LC 3,5-diarylisoxazolines and 3,5-diarylisoxazoles have been synthesized and their thermal properties reported. Isoxazolines were synthesized using [3+2] 1,3-dipolar cycloaddition from nitrile oxide and alkenes with subsequent MnO2-oxidation yielded the corresponding isoxazoles. The title compounds obtained were characterized by H-1 and C-13 NMR, differential scanning calorimetry (DSC), elemental analysis and polarized optical microscopy (POM). The final compounds are composed by terminal flexible hydrogenated alkyl chains or semiperfluoroalkyl chains. 3,5-diarylisoxazoline composed of alkyl chains is not LC, whereas when composed of one or two semiperfluoroalkyl chains it displays SmA mesophase. For 3,5-diarylisoxazoles a second mesophase SmC was also observed.

  DOI：

  10.1080/15421406.2015.1030972

文献信息

• Heterocyclic 3,5-disubstituted phenylpyrazoles and isoxazoles: synthesis and mesomorphic behavior
  作者：Hsiu-Ming Kuo、Shao-Ling Tsai、Gene-Hsiang Lee、Hwo-Shuenn Sheu、Chung K. Lai

  DOI：10.1016/j.tet.2012.11.013

  日期：2013.1

  Three new series of heterocyclic pyrazoles Mpz-Cn and Epz-Cn and isoxazoles Iz-Cn were prepared, characterized, and their mesomorphic properties investigated. These heterocyclic derivatives were obtained by condensation–cyclization of β-diketones with methylhydrazine, 2-hydradinoethanol or hydroxylamine in refluxing THF/ethanol. One single crystallographic structure of nonmesogenic Epz-C4 was determined

  制备，表征了三个新系列的杂环吡唑MPZ - C n和EPZ - C n和异恶唑Iz - C n，并研究了它们的介晶性质。这些杂环衍生物是通过将β-二酮与甲基肼，2-羟基乙醇或羟胺在THF /乙醇回流中缩合环化而获得的。通过X射线分析确定非介晶EPZ - C 4的单晶结构。它在三斜空间群P中结晶-1。形成了H键诱导的结构，从而提供了形成中间相所需的更好的纵横比。吡唑系列MPZ - C n和EPZ - C n都显示出单向近晶A相，而异恶唑Iz - C n形成对映近晶C相。甲由于去除吡唑环上的氢原子的缺乏H-键的（-N ħ）显著降低两者的清除温度MPZ - Ç Ñ和EPZ - Ç Ñ。这些化合物具有良好的热稳定性。