2,4-Diphenyl-2H-benzopyran | 58530-41-9

• 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: 2,4-Diphenyl-2H-benzopyran
• 英文别名: 2H-1-Benzopyran, 2,4-diphenyl-；2,4-diphenyl-2H-chromene
• CAS: 58530-41-9
• 化学式: C₂₁H₁₆O
• 分子量: 284.357
• InChiKey: PSECHZUUNNFOQK-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C
• 沸点：
  439.2±45.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-Diphenyl-2H-benzopyran 在 高氯酸 作用下， 以 溶剂黄146 为溶剂， 生成 trans-1-(o-Hydroxyphenyl)-1,3-diphenylprop-1-en
  参考文献：
  名称：

  Oestensen,E.T.; Mishrikey,M.M., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1975, vol. 29, p. 1075 - 1078

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one 在 四磷十氧化物 、 氧气 、 二异丁基氢化铝 作用下， 以 正己烷 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 2.67h， 生成 2,4-Diphenyl-2H-benzopyran
  参考文献：
  名称：

  异原子引导，钯催化，位点选择性C ？H 4H-Chromenes的芳基化：通过对偶C对肉豆蔻素B核心结构的非对映选择性组装？H功能化

  摘要：

  据报道，它具有高位点选择性，杂原子导向，钯催化的4 H-色烯的直接芳基化作用。与c  ħ官能不仅由取代基和基片的结构，而且还由耦合伙伴正在使用驱动。Myristinin B的核心结构的非对映组件已经通过使用双C ++实现 ħ官能战略区域选择性直接芳基化。

  DOI：

  10.1002/chem.201500755

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.
• SARTORI G.; CASIRAGHI G.; BOLZONI L.; CASNATI G., J. ORG. CHEM., 1979, 44, NO 5, 803-805
  作者：SARTORI G.、 CASIRAGHI G.、 BOLZONI L.、 CASNATI G.

  DOI：——

  日期：——
• Pharmaceutical preparations containing flavene or thioflavene derivatives, the use thereof, novel flavenes and thioflavenes, and processes for their manufacture
  申请人：Zyma SA

  公开号：EP0140830B1

  公开（公告）日：1989-08-30
• Heteroatom-Guided, Palladium-Catalyzed, Site-Selective CH Arylation of 4<i>H</i>-Chromenes: Diastereoselective Assembly of the Core Structure of Myristinin B through Dual CH Functionalization
  作者：Govind Goroba Pawar、Virendra Kumar Tiwari、Himanshu Sekhar Jena、Manmohan Kapur

  DOI：10.1002/chem.201500755

  日期：2015.6.26

  palladium‐catalyzed direct arylation of 4H‐chromenes is reported. The CH functionalization is driven not only by the substituents and structure of the substrate but also by the coupling partner being used. The diastereoselective assembly of the core structure of Myristinin B has been achieved by using a dual CH functionalization strategy for regioselective direct arylation.

  据报道，它具有高位点选择性，杂原子导向，钯催化的4 H-色烯的直接芳基化作用。与c  ħ官能不仅由取代基和基片的结构，而且还由耦合伙伴正在使用驱动。Myristinin B的核心结构的非对映组件已经通过使用双C ++实现 ħ官能战略区域选择性直接芳基化。