5-methoxycarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane | 853305-73-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5-methoxycarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane
• 英文别名: Methyl 3,3-diphenylbenzo[f]chromene-5-carboxylate
• CAS: 853305-73-4
• 化学式: C₂₇H₂₀O₃
• 分子量: 392.454
• InChiKey: OODJKGBALRVSPV-UHFFFAOYSA-N

物化性质

• 沸点：
  583.2±50.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxycarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane 、 甲基锂 在 三甲基氯硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以91%的产率得到5-methylcarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane
  参考文献：
  名称：

  Photoswitch based on remarkably simple naphthopyrans

  摘要：

  Photochromic switches built around 5-carbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran unit have been synthesized. Their open forms are constituted of a 1:1 ratio of TC and TT-isomers according to F-19 and H-1 NMR investigations. Electrocyclization of TT isomers back to the closed form is efficiently achieved upon visible irradiation whereas it has been found to be a particularly unfavoured thermal process. These simple 2H-chromenes could act as molecular photoswitch at ambient temperature. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.091
• 作为产物：
  描述：

  2-羟基-3-萘甲酸 在 硫酸 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 132.0h， 生成 5-methoxycarbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyrane
  参考文献：
  名称：

  Photoswitch based on remarkably simple naphthopyrans

  摘要：

  Photochromic switches built around 5-carbonyl-3,3-diphenyl-3H-naphtho[2,1-b]pyran unit have been synthesized. Their open forms are constituted of a 1:1 ratio of TC and TT-isomers according to F-19 and H-1 NMR investigations. Electrocyclization of TT isomers back to the closed form is efficiently achieved upon visible irradiation whereas it has been found to be a particularly unfavoured thermal process. These simple 2H-chromenes could act as molecular photoswitch at ambient temperature. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.091