6-Tetradecoxynaphthalene-2-carboxylic acid | 110209-06-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Tetradecoxynaphthalene-2-carboxylic acid
• CAS: 110209-06-8
• 化学式: C₂₅H₃₆O₃
• 分子量: 384.559
• InChiKey: JDGDAKQNQGVULR-UHFFFAOYSA-N

物化性质

• 沸点：
  521.1±25.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Tetradecoxynaphthalene-2-carboxylic acid 在 氯化亚砜 、 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 28.0h， 生成
  参考文献：
  名称：

  Symmetrical mesogenic 2,5-bis(6-naphthalen-2-yl)-1,3,4-thiadiazoles

  摘要：

  Two series of new symmetrical 1,3,4-oxadiazoles 1a-n and 1,3,4-thiadiazoles 1b-n were prepared and their mesomorphic properties investigated by optical microscopy, differential scanning calorimetry, and powder X-ray diffractometry. Compounds 1b-n are kinetically more stable than compounds 1a-n. Compounds 1a-n exhibited monotropic nematic or smectic C phases, whereas, compounds 1b-n exhibited enantiotropic nematic or smectic A/smectic C phases. Compounds 1b-n have higher clearing temperatures and the larger temperature ranges of mesophases, which might be attributed to the better linearity and/or larger dipole, resulted from a more polarized sulfur atom than oxygen atom incorporated. The fluorescent properties of these two series of 1,3,4-thiadiazole/oxadiazole-based derivatives were also examined. The lambda(max) peaks of the photoluminescence spectra for compounds 1a-6 and 1b-6 measured in THF occurred at ca. 385 nm and 423 nm, respectively. Both series were blue emitters. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.092
• 作为产物：
  描述：

  6-羟基-2-萘甲酯 在 potassium carbonate 、 potassium iodide 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成 6-Tetradecoxynaphthalene-2-carboxylic acid
  参考文献：
  名称：

  来自水杨醛亚胺的对称介晶双胞胎

  摘要：

  据报道，一系列衍生自介晶水杨醛亚胺1a – e的对称二聚体孪晶的合成，表征和同构性质。为了理解结构与属性的关系，系统地改变了桥间隔基（m = 5、6、7、8、9 ）和烷氧基链（n = 6、8、10、12、14）。除1a以外，所有衍生物1b – e均表现出中间相，其介晶性质强烈依赖于间隔基团和烷氧基链。二聚体1a表现出结晶或SmX相。其他二聚体1b – e具有真正的介晶作用，提供对映SmC，SmA或/和N相。在相温上观察到奇偶效应，对于带有奇数间隔基的衍生物观察到向列相，d / l = 0.92（1a ; m = 5，n = 8）–0.84（1c ; m = 7，通过粉末X射线衍射数据获得n＝ 14），因此提出了中间相的单层结构。

  DOI：

  10.1016/j.tet.2013.03.087

文献信息

• The influence of the thioalkyl terminal group on the mesomorphic behavior of some 6-alkoxy-2-naphthoates derived from 1,3,4-oxadiazole
  作者：N. J. Chothani、V. K. Akbari、P. S. Patel、K. C. Patel

  DOI：10.1080/15421406.2016.1147329

  日期：2016.5.23

  A new series of mesogenic compounds having a naphthalene moiety has been synthesized by esterification of 4-(5-(alkyllthio)-1,3,4-oxadiazol-2-yl)phenol and 6-alkoxy-2-naphthoic acid and their liquid crystalline properties have been studied. All the members of the series are enantiotropic and exhibit smectic as well as nematic mesophase. The plot of transition temperatures versus number of carbon atoms in the alkoxy chain exhibits no odd even effect and falling tendency for isotropic transition temperatures. High anisotropy, linearity confers rich mesomorphic properties on the system.
• US5072021A
  申请人：——

  公开号：US5072021A

  公开（公告）日：1991-12-10
• Symmetric mesogenic twins derived from salicylaldimines
  作者：Hsiu-Ming Kuo、I Chu-Hsuan、Hwo-Shuenn Sheu、Chung K. Lai

  DOI：10.1016/j.tet.2013.03.087

  日期：2013.5

  chains. Dimers 1a exhibited crystal or SmX phases. Other dimers 1b–e were truly mesogenic, giving enantiotropic SmC, SmA or/and N phases. Odd–even effect was observed on phase temperatures, and nematic phases were observed for derivatives with odd spacer, and a value of d/l=0.92 (1a; m=5, n=8)–0.84 (1c; m=7, n=14) was obtained by powder X-ray diffraction data, therefore, a monolayer structure in mesophase

  据报道，一系列衍生自介晶水杨醛亚胺1a – e的对称二聚体孪晶的合成，表征和同构性质。为了理解结构与属性的关系，系统地改变了桥间隔基（m = 5、6、7、8、9 ）和烷氧基链（n = 6、8、10、12、14）。除1a以外，所有衍生物1b – e均表现出中间相，其介晶性质强烈依赖于间隔基团和烷氧基链。二聚体1a表现出结晶或SmX相。其他二聚体1b – e具有真正的介晶作用，提供对映SmC，SmA或/和N相。在相温上观察到奇偶效应，对于带有奇数间隔基的衍生物观察到向列相，d / l = 0.92（1a ; m = 5，n = 8）–0.84（1c ; m = 7，通过粉末X射线衍射数据获得n＝ 14），因此提出了中间相的单层结构。
• Symmetrical mesogenic 2,5-bis(6-naphthalen-2-yl)-1,3,4-thiadiazoles
  作者：Hsiu-Ming Kuo、Sih-Yeh Li、Hwo-Shuenn Sheu、Chung K. Lai

  DOI：10.1016/j.tet.2012.06.092

  日期：2012.9

  Two series of new symmetrical 1,3,4-oxadiazoles 1a-n and 1,3,4-thiadiazoles 1b-n were prepared and their mesomorphic properties investigated by optical microscopy, differential scanning calorimetry, and powder X-ray diffractometry. Compounds 1b-n are kinetically more stable than compounds 1a-n. Compounds 1a-n exhibited monotropic nematic or smectic C phases, whereas, compounds 1b-n exhibited enantiotropic nematic or smectic A/smectic C phases. Compounds 1b-n have higher clearing temperatures and the larger temperature ranges of mesophases, which might be attributed to the better linearity and/or larger dipole, resulted from a more polarized sulfur atom than oxygen atom incorporated. The fluorescent properties of these two series of 1,3,4-thiadiazole/oxadiazole-based derivatives were also examined. The lambda(max) peaks of the photoluminescence spectra for compounds 1a-6 and 1b-6 measured in THF occurred at ca. 385 nm and 423 nm, respectively. Both series were blue emitters. (C) 2012 Elsevier Ltd. All rights reserved.