4-Phenyl-flavan-4-ol | 2859-95-2

• 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: 4-Phenyl-flavan-4-ol
• 英文别名: 2,4-diphenyl-chroman-4-ol；2,4-Diphenyl-4-chromanol；2,4-diphenyl-2,3-dihydrochromen-4-ol
• CAS: 2859-95-2
• 化学式: C₂₁H₁₈O₂
• 分子量: 302.373
• InChiKey: VBRFJCHHHLDPTG-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C
• 沸点：
  485.1±45.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Phenyl-flavan-4-ol 生成 2,4-Diphenyl-2H-benzopyran
  参考文献：
  名称：

  Time-Resolved Absorption Studies on the Photochromic Process of 2H-Benzopyrans in the Picosecond to Submillisecond Time Domain

  摘要：

  Picosecond to submillisecond photochromic reactions of 2,4-diphenyl-2H-benzopyran and 2,2,4-triphenyl2H-benzopyran have been investigated by time-resolved absorption spectroscopy. The C-O bond cleavage of the benzopyrans (closed forms) occurs via the first excited singlet state within 2 ps to produce vibrationally excited open forms in the ground electronic state. In the subnanosecond to submillisecond time domain, several decay components with almost the same spectral profiles are observed. These components are assigned to respective stereoisomers with respect to two double bonds and one single bond of the open enone forms. From the pump-laser power dependencies of the yields of the open forms, it is suggested that the photocleavage gives at first only the open forms revertible to the closed form by a single-bond rotation, and that the photoexcitation of the first generated open forms gives rise to other open forms which need a double-bond rotation for reversion to the closed form. The photochromic reactions of a series of 2H-benzopyrans bearing substituents on the pyran ring have also been studied using nanosecond time-resolved absorption spectroscopy. The size of a substituent in the 4-position fairly affects the rate constants of the thermal reversion of the open form to the closed form.

  DOI：

  10.1021/jp002032e
• 作为产物：
  描述：

  phenylmagnesium bromide 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 4-Phenyl-flavan-4-ol
  参考文献：
  名称：

  Loewenbein; Pongracz; Spiess, Chemische Berichte, 1924, vol. 57, p. 1526

  摘要：

  DOI：

文献信息

• Loewenbein; Pongracz; Spiess, Chemische Berichte, 1924, vol. 57, p. 1526
  作者：Loewenbein、Pongracz、Spiess

  DOI：——

  日期：——
• Time-Resolved Absorption Studies on the Photochromic Process of 2H-Benzopyrans in the Picosecond to Submillisecond Time Domain
  作者：Yoichi Kodama、Takakazu Nakabayashi、Katsunori Segawa、Emi Hattori、Masako Sakuragi、Nobuyuki Nishi、Hirochika Sakuragi

  DOI：10.1021/jp002032e

  日期：2000.12.1

  Picosecond to submillisecond photochromic reactions of 2,4-diphenyl-2H-benzopyran and 2,2,4-triphenyl2H-benzopyran have been investigated by time-resolved absorption spectroscopy. The C-O bond cleavage of the benzopyrans (closed forms) occurs via the first excited singlet state within 2 ps to produce vibrationally excited open forms in the ground electronic state. In the subnanosecond to submillisecond time domain, several decay components with almost the same spectral profiles are observed. These components are assigned to respective stereoisomers with respect to two double bonds and one single bond of the open enone forms. From the pump-laser power dependencies of the yields of the open forms, it is suggested that the photocleavage gives at first only the open forms revertible to the closed form by a single-bond rotation, and that the photoexcitation of the first generated open forms gives rise to other open forms which need a double-bond rotation for reversion to the closed form. The photochromic reactions of a series of 2H-benzopyrans bearing substituents on the pyran ring have also been studied using nanosecond time-resolved absorption spectroscopy. The size of a substituent in the 4-position fairly affects the rate constants of the thermal reversion of the open form to the closed form.