1-methyl-7-naphthaldehyde-formyl-d | 144412-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-methyl-7-naphthaldehyde-formyl-d
• 英文别名: Deuterio-(8-methylnaphthalen-2-yl)methanone
• CAS: 144412-59-9
• 化学式: C₁₂H₁₀O
• 分子量: 171.203
• InChiKey: WFABWOMCYZXFLC-BNEYPBHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methyl-7-naphthaldehyde-formyl-d 在 potassium tert-butylate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 (5E,13E,21E)-6,14,22-trideuterio-1,23:7,9:15,17-triethenotribenzocyclooctadecene
  参考文献：
  名称：

  [abc]-Annelated [18]annulenes

  摘要：

  A 3-fold stereoselective cyclocondensation of the azomethines 3 and 11 yields the [18]annulenes 4 and 12, respectively. The [abc]-annelation of naphthalene or phenanthrene systems realized here for the first time, leads to nonplanar molecules consisting of 'aromatic islands", which are connected by (E)-configured olefinic bridges. The absence of a diamagnetic ring current rules out a macrocyclic aromaticity. The NMR investigation, based on selective deuterations, is sustained by force field calculations (MMX). The disc-like compounds represent discotic mesogens of an enormous diameter. The formation of thermotropic liquid crystals can be achieved by the introduction of long flexible alkoxy chains.

  DOI：

  10.1021/jo00051a033
• 作为产物：
  描述：

  N,N-二甲基甲酰胺-d7 、 7-溴-1-甲基萘 生成 1-methyl-7-naphthaldehyde-formyl-d
  参考文献：
  名称：

  [abc]-Annelated [18]annulenes

  摘要：

  A 3-fold stereoselective cyclocondensation of the azomethines 3 and 11 yields the [18]annulenes 4 and 12, respectively. The [abc]-annelation of naphthalene or phenanthrene systems realized here for the first time, leads to nonplanar molecules consisting of 'aromatic islands", which are connected by (E)-configured olefinic bridges. The absence of a diamagnetic ring current rules out a macrocyclic aromaticity. The NMR investigation, based on selective deuterations, is sustained by force field calculations (MMX). The disc-like compounds represent discotic mesogens of an enormous diameter. The formation of thermotropic liquid crystals can be achieved by the introduction of long flexible alkoxy chains.

  DOI：

  10.1021/jo00051a033

文献信息

• [abc]-Annelated [18]annulenes
  作者：Herbert Meier、Holger Kretzschmann、Heinz Kolshorn

  DOI：10.1021/jo00051a033

  日期：1992.12

  A 3-fold stereoselective cyclocondensation of the azomethines 3 and 11 yields the [18]annulenes 4 and 12, respectively. The [abc]-annelation of naphthalene or phenanthrene systems realized here for the first time, leads to nonplanar molecules consisting of 'aromatic islands", which are connected by (E)-configured olefinic bridges. The absence of a diamagnetic ring current rules out a macrocyclic aromaticity. The NMR investigation, based on selective deuterations, is sustained by force field calculations (MMX). The disc-like compounds represent discotic mesogens of an enormous diameter. The formation of thermotropic liquid crystals can be achieved by the introduction of long flexible alkoxy chains.