1,2,3,4-tetrahydro-7-nitro-1-naphthalenecarboxaldehyde | 156568-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,4-tetrahydro-7-nitro-1-naphthalenecarboxaldehyde
• 英文别名: 7-Nitro-1,2,3,4-tetrahydronaphthalene-1-carbaldehyde；7-nitro-1,2,3,4-tetrahydronaphthalene-1-carbaldehyde
• CAS: 156568-05-7
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: DIPLFHYHVJYZNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2,3,4-tetrahydro-7-nitro-1-naphthalenecarboxaldehyde 、 S-1,1'-联-2-萘酚 在 对甲苯磺酸 、 对甲苯磺酰氯 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 1,2,3,4-tetrahydro-7-nitro-1-naphthalenecarboxaldehyde 1,1'-bi-2-naphthyl acetal
  参考文献：
  名称：

  Chirochromism-Photochromism by Epimerization: Search for a Liquid Crystal Phototrigger

  摘要：

  A new class of photochromic reactions was investigated as a possible trigger for phase transitions in liquid crystals. Chirochromic compounds have two chiral units. One unit is fixed, and the other can be switched with light. A series of diastereomeric compounds based on ketals and acetals of 1,1'-bi-2-naphthol was prepared. In some cases, the absorption spectra of the diastereomers are measurably different. The ketals do not undergo efficient photoepimerization, apparently because the activation barrier for atropisomerism in their triplet state has increased. However, certain of the acetal derivatives do photoepimerize and are chirochromic. These compounds may be developed into triggers.

  DOI：

  10.1021/ja00090a033
• 作为产物：
  描述：

  3,4-二氢-1(2H)-萘酮 在 硫酸 、 硝酸 作用下， 反应 0.25h， 生成 1,2,3,4-tetrahydro-7-nitro-1-naphthalenecarboxaldehyde
  参考文献：
  名称：

  Chirochromism-Photochromism by Epimerization: Search for a Liquid Crystal Phototrigger

  摘要：

  A new class of photochromic reactions was investigated as a possible trigger for phase transitions in liquid crystals. Chirochromic compounds have two chiral units. One unit is fixed, and the other can be switched with light. A series of diastereomeric compounds based on ketals and acetals of 1,1'-bi-2-naphthol was prepared. In some cases, the absorption spectra of the diastereomers are measurably different. The ketals do not undergo efficient photoepimerization, apparently because the activation barrier for atropisomerism in their triplet state has increased. However, certain of the acetal derivatives do photoepimerize and are chirochromic. These compounds may be developed into triggers.

  DOI：

  10.1021/ja00090a033

文献信息

• Chirochromism-Photochromism by Epimerization: Search for a Liquid Crystal Phototrigger
  作者：Mingbao Zhang、Gary B. Schuster

  DOI：10.1021/ja00090a033

  日期：1994.6

  A new class of photochromic reactions was investigated as a possible trigger for phase transitions in liquid crystals. Chirochromic compounds have two chiral units. One unit is fixed, and the other can be switched with light. A series of diastereomeric compounds based on ketals and acetals of 1,1'-bi-2-naphthol was prepared. In some cases, the absorption spectra of the diastereomers are measurably different. The ketals do not undergo efficient photoepimerization, apparently because the activation barrier for atropisomerism in their triplet state has increased. However, certain of the acetal derivatives do photoepimerize and are chirochromic. These compounds may be developed into triggers.