6-hexadecyloxy-[2]naphthoic acid | 75175-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-hexadecyloxy-[2]naphthoic acid
• 英文别名: 6-Hexadecyloxy-[2]naphthoesaeure；6-n-Hexadecyloxy-2-naphthoesaeure；6-Hexadecoxynaphthalene-2-carboxylic acid
• CAS: 75175-21-2
• 化学式: C₂₇H₄₀O₃
• 分子量: 412.613
• InChiKey: KVQUWIAQRVATJM-UHFFFAOYSA-N

物化性质

• 熔点：
  107 °C
• 沸点：
  543.8±25.0 °C(Predicted)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 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-hexadecyloxy-[2]naphthoic acid 在 吡啶 、 氯化亚砜 、 tetraphosphorus decasulfide 、 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 52.0h， 生成 2,5-bis(6-(hexadecyloxy)naphthalen-2-yl)-1,3,4-thiadiazole
  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 、 丙酮 为溶剂， 反应 48.0h， 生成 6-hexadecyloxy-[2]naphthoic acid
  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

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.
• Carboxylate compounds, liquid crystal compositions containing said compounds and liquid crystal element
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0413585B1

  公开（公告）日：1993-10-27
• US5294366A
  申请人：——

  公开号：US5294366A

  公开（公告）日：1994-03-15