2-phenylcyclohexanone 1,1'-bi-2-naphthyl ketal

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-phenylcyclohexanone 1,1'-bi-2-naphthyl ketal
• 英文别名: 2'-Phenylspiro[12,14-dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene-13,1'-cyclohexane]；2'-phenylspiro[12,14-dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaene-13,1'-cyclohexane]
• 化学式: C₃₂H₂₆O₂
• 分子量: 442.557
• InChiKey: AJYPUOXUCHPZDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  34
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯基环己酮 、 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 20.0h， 以100 mg的产率得到2-phenylcyclohexanone 1,1'-bi-2-naphthyl ketal
  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