5-dodecyloxytropolone | 123388-92-1

• 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-dodecyloxytropolone
• 英文别名: 5-Dodecoxy-2-hydroxycyclohepta-2,4,6-trien-1-one
• CAS: 123388-92-1
• 化学式: C₁₉H₃₀O₃
• 分子量: 306.445
• InChiKey: JIJBKSRSIPEWKE-UHFFFAOYSA-N

物化性质

• 沸点：
  461.8±45.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 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：

  5-dodecyloxytropolone 在 4-二甲氨基吡啶 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Novel Radical Compounds Bearing Mesogenic Cores with Long Alkyl Substituents

  摘要：

  Series of aminoxyl radicals (TEMPO or nitronyl nitroxide radicals) bearing phenyl benzoate, troponoid, or biphenylcarbonitrile as mesogenic cores with long alkyl substituents were prepared. Although most aminoxyl radicals showed only weak antiferromagnetic interactions due probably to the remote spin centers as clarified by the X-ray analysis of 4a and no appreciable mesogenic phase was observed in each compound, an unusual magnetic transition from an original Curie-Weiss phase to another magnetic phase well-expressed by a singlet-triplet (ST) model was disclosed through the thermal transition in the 4'-undecyloxy-4-biphenylcarbonitrile derivative with oxocarbonyl-TEMPO 12b.

  DOI：

  10.1021/jo0206972
• 作为产物：
  描述：

  环庚三烯酮 在 haematoporphyrin IX 、 氧气 、 sodium hydride 作用下， 以 various solvent(s) 为溶剂， 生成 5-dodecyloxytropolone
  参考文献：
  名称：

  New metallomesogens core. New copper complexes with calamitic mesophases using tropolone based ligands. Crystal structure of bis(5-octyloxytropolonato)copper

  摘要：

  制备出了一类基于 5-取代的 tropolones 的新型金属诱导剂，它们同时具有对映和单向介相行为，其介相性质与双(5-辛氧基-tropolonato)铜晶体结构中显示的杆状菖蒲性质相一致。

  DOI：

  10.1039/a707255d

文献信息

• Monocyclic Rod-Type Liquid Crystals, 2-(2-Alkenoyloxy)-5-alkoxytropones
  作者：Akira Mori、Ryoji Mori、Hitoshi Takeshita

  DOI：10.1246/cl.1991.1795

  日期：1991.10

  In 2-(2-alkenoyloxy)-5-alkoxytropones, showing a monotropic smectic A phase, the introduction of a double bond lowers the melting and clearing points as well as the recrystallization temperatures.

  在显示单向近晶 A 相的 2-(2-烯酰氧基)-5-烷氧基托酮中，双键的引入降低了熔点和清光点以及重结晶温度。
• Preparation of New Liquid Crystals with a Benzoyloxytropone Core
  作者：Akira Mori、Minoru Uchida、Hitoshi Takeshita

  DOI：10.1246/cl.1989.591

  日期：1989.4

  Compounds having liquid crystal properties with a tropolone core were synthesized: A series of 5-alkoxy-2-benzoyloxytropones showed the mesophase(s), whereas corresponding 5-alkoxy-2-benzyloxytropones did not. A [1,9] sigmatropy seems to play an important role to this mesomorphic behavior.

  具有向错酮核的液晶性质化合物合成：一系列5-烷氧基-2-苯甲酰氧基向错酮显示了介晶相，而相应的5-烷氧基-2-苄氧基向错酮则没有。[1,9]σ迁移似乎在这一介晶行为中起重要作用。
• New Twin-Type Troponoid Liquid Crystals with a Smectic C Phase
  作者：Akira Mori、Manabu Takemoto、Volkmar Vill

  DOI：10.1246/cl.1998.617

  日期：1998.7

  Twin-type troponoid liquid crystals show a monotropic smectic C phase while the corresponding benzenoids are non-mesogenic. The corresponding troponoid monomers, show a monotropic smectic A phase, could form a head-to-tail alignment. In the twins, molecules have to shift to form a head-to-tail alignment since the dipole moment of the two tropolone parts directs oppositely.

  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。
• 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。
• Mesomorphic Properties of Bis(5-alkoxy-2-aminotroponato)coppers and Their<i>N</i>,<i>N</i>-Dimethyl Derivatives
  作者：Akira Mori、Shin-ichi Yamamoto、Manabu Takemoto、Seiji Ujiie

  DOI：10.1246/cl.2002.186

  日期：2002.2

  Unsymmetrical bis(5-alkoxy-2-aminotroponato)coppers showed tilted smectic C and G/J phases due to the alignment of the outboard dipole moment. Furthermore, their N,N-dimethyl derivatives had nematic and smectic A phases with low transition temperatures due to the reduction of the lateral overlapping and the steric repulsion of the methyl groups.

  不对称双（5-烷氧基-2-氨基托普诺酸盐）铜因外侧偶极矩的排列而呈现出倾斜的层状C和G/J相。此外，它们的N,N-二甲基衍生物具有低转变温度的螺旋相和层状A相，这是由于甲基的侧向重叠和空间排斥作用减少。