5-(4-Hexoxyphenyl)-1,3,4-thiadiazol-2-amine | 158098-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-Hexoxyphenyl)-1,3,4-thiadiazol-2-amine
• CAS: 158098-98-7
• 化学式: C₁₄H₁₉N₃OS
• 分子量: 277.39
• InChiKey: LMUCSJAEDVZEGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-辛氧基苯甲醛 、 5-(4-Hexoxyphenyl)-1,3,4-thiadiazol-2-amine 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以59%的产率得到
  参考文献：
  名称：

  Synthesis and mesomorphic properties of 5-(p-n-alkoxy)phenyl-2-(p-n-octyloxy)benzylideneamino-1,3,4-thiadiazoles

  摘要：

  DOI：

  10.1002/prac.19953370168
• 作为产物：
  描述：

  4-正己氧基苯甲醛 在 三氯化铁 作用下， 以 乙醇 为溶剂， 生成 5-(4-Hexoxyphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis and Properties of Schiff's Bases Derived from 1,3,4-Thiadiazole as a Mesogenic Unit

  摘要：

  Some new liquid crystalline 2,5-disubstituted 1,3,3-thiadiazole derivatives incorporating a central group (-CH=N-) have been synthesized by treating 2-amino-5-(4-alkoxyphenyl)-1,3.4-thiadiazole with corresponding p-alkoxybenzaldehyde. Their structures have been characterized with Elementary Analysis, IR, (HNMR)-H-1 and MS, and their properties were determined by using DSC and Texture. All 12 compounds are enantiotropic liquid crystals, and most of them exhibit nematic mesomorphism and broad smectic C mesomorphic ranges. Several compounds show only the smectic C mesophase. By introducing an -OH group into the phenyl ring the thermal stability of the mesophases increases due to the formation of a hydrogen bond.

  DOI：

  10.1080/10587250008025240

文献信息

• Synthesis and Mesomorphic Properties of Azo Compounds Derived from Phenyl-and Thienyl-1,3,4-Thiadiazole
  作者：M. Parra、Sh. Villouta、V. Vera、J. Belmar、C. Zúñiga、H. Zunza

  DOI：10.1515/znb-1997-1215

  日期：1997.12.1

  The synthesis and mesomorphic behaviour of new series of liquid crystals containing 1,3,4- thiadiazole and thiophene rings with azo central bond are reported (series 5a and 5b). All compounds of series 5a exhibit enantiotropic nematic mesophase and the higher homologues (n = 9 - 10) also show a monotropic smectic C phase. Series 5b show dimorphism S_C - N (for n = 5 - 7 the S_C is monotropic). These series are compared with the Schiff’s bases analogues, the imine bond gives rise to similar liquid crystals phase but larger mesomorphic range.

  报道了含有1,3,4-噻二唑和噻吩环与偶氮中心键的新系列液晶的合成和向列型行为（系列5a和5b）。系列5a的所有化合物均表现出旋光性向列型向列相，而较高的同系物（n = 9 - 10）也显示出单向列相C。系列5b显示二态性S_C - N（对于n = 5 - 7，S_C是单向列相）。这些系列与席夫碱类似物进行了比较，亚胺键产生类似的液晶相，但具有更大的向列范围。
• Synthesis and Mesomorphic Properties of New Columnar Liquid Crystal Containing 1,3,5-triiminebenzene with Pendant 1,3,4-thiadiazole Group
  作者：Mustafa K. S. Al-Malki、Ayad S. Hameed、Ammar H. Al-Dujaili

  DOI：10.1080/15421406.2013.864546

  日期：2014.4.13

  A novel discotic liquid crystal series based on 1,3,5-benzenetrisazomethine derivatives with three pendant 2-amino-5-(4'-n-alkoxy) phenyl-1,3,4-thiadiazole has been synthesized, which is the first columnar molecules containing 1,3,4-thiadiazole moiety exhibiting a discotic liquid crystal. The molecular structure of compounds was confirmed by FT-IR, H-1-NMR, and mass spectroscopy and elemental analysis. The electron excitation properties of these compounds were investigated by UV-vis absorption spectroscopy. Their liquid crystalline properties were studied by polarizing optical microscopy and differential scanning calorimetry. The formation of a columnar mesophase was found to be dependent on the number of methylene unit in alkoxy side chains.
• Synthesis and Properties of Schiff's Bases Derived from 1,3,4-Thiadiazole as a Mesogenic Unit
  作者：Yan Xu、Wanfang Lu、Zihou Tai

  DOI：10.1080/10587250008025240

  日期：2000.10.1

  Some new liquid crystalline 2,5-disubstituted 1,3,3-thiadiazole derivatives incorporating a central group (-CH=N-) have been synthesized by treating 2-amino-5-(4-alkoxyphenyl)-1,3.4-thiadiazole with corresponding p-alkoxybenzaldehyde. Their structures have been characterized with Elementary Analysis, IR, (HNMR)-H-1 and MS, and their properties were determined by using DSC and Texture. All 12 compounds are enantiotropic liquid crystals, and most of them exhibit nematic mesomorphism and broad smectic C mesomorphic ranges. Several compounds show only the smectic C mesophase. By introducing an -OH group into the phenyl ring the thermal stability of the mesophases increases due to the formation of a hydrogen bond.
• Synthesis and mesomorphic properties of 5-(p-n-alkoxy)phenyl-2-(p-n-octyloxy)benzylideneamino-1,3,4-thiadiazoles
  作者：M. Parra、J. Belmar、H. Zunza、C. Z��iga、Sh. Villouta、R. Mart�nez

  DOI：10.1002/prac.19953370168

  日期：——