2-phenyl-4H-1-benzothiopyran-4-ylideneacetaldehyde | 20399-91-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-phenyl-4H-1-benzothiopyran-4-ylideneacetaldehyde
• CAS: 20399-91-1
• 化学式: C₁₇H₁₂OS
• 分子量: 264.348
• InChiKey: HXNZGVFULOBVOM-UHFFFAOYSA-N

物化性质

• 沸点：
  462.7±45.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (methylthiophenylcarbene)pentacarbonyl tungsten(0) 、 2-phenyl-4H-1-benzothiopyran-4-ylideneacetaldehyde 在 (CH₃)3SiCl 、 Et₃N 作用下， 以 四氢呋喃 为溶剂， 以34%的产率得到
  参考文献：
  名称：

  Synthesis and NLO Properties of 4‐(4 H ‐Chalcogenopyran‐4‐ylidene and 4 H ‐chalcogenochromen‐4‐ylidene)‐1‐(phenylthio)but‐2‐enylidene Complexes – Electronic Influence of the Carbene Fragment

  摘要：

  AbstractThe synthesis of 4‐(4H‐chalcogenopyran‐4‐ylidene and 4H‐chalcogenochromen‐4‐ylidene)‐1‐(phenylthio)but‐2‐enylidene complexes is described and their non‐linear optical (NLO) properties have been investigated (as μβ by EFISH). NMR studies and X‐ray crystallographic analyses show that the (phenylthio)carbene fragment has a better electron‐withdrawing capability than the methoxy analogues and, likewise, the corresponding thiocarbenes have a more significant pyrylium character. The μβ values of these complexes were obtained from EFISH experiments. The microscopic NLO response is sensitive to the nature of the intracyclic chalcogen atom, the nature of the metal centre and the benzo‐annulation of the heterocycle. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

  DOI：

  10.1002/ejic.200600300

文献信息

• A new spiro{2H-naphtho[2,1-b]pyran-2,2′-2′H-1′-benzothiopyran} giving a near-ir absorption band on UV irradiation
  作者：Shigeru Watanabe、Hiroyuki Nakazumi、Katsumi Maeda、Teijiro Kitao

  DOI：10.1039/c39900000421

  日期：——

  Novel 4′-styryl spiro2H-naphtho[2,1-b]pyran-2,2′-2′H-1′-benzothiopyrans} have been prepared by condensation of 2,4-dimethyl-1-benzothiopyrylium perchiorate (1) with 2-hydroxy-1-naphthaldehyde (3) followed by deprotonation with piperidine which gave the coloured form having an absorption band in the near-IR region on UV irradiation.

  新颖4'-苯乙烯基螺2 ħ -萘并[2,1- b ]吡喃-2,2'- 2' ħ -1'- benzothiopyrans}已经制备由2,4-二甲基-1- benzothiopyrylium perchiorate的缩合（1）用2-羟基-1-萘醛（3），然后用哌啶去质子化，得到在UV辐射下在近IR区域具有吸收带的有色形式。
• γ-Methylene chalcogenapyrans and benzopyrans as proaromatic donors in “push–pull” Fischer type carbene complexes: Influences of chalcogen atom and chain length on the electronic and N.L.O. properties of these molecules
  作者：N. Faux、B. Caro、F. Robin-Le Guen、P. Le Poul、K. Nakatani、E. Ishow

  DOI：10.1016/j.jorganchem.2005.07.049

  日期：2005.11

  A new class of push-pull molecules bearing gamma-methylene chalcogenapyran and benzopyran nucleus as proaromatic donors and methoxypentacarbonyltungstene carbene fragment as acceptors is described. N.L.O. properties (as mu beta by EFISH) of these complexes have been investigated. The influence of the unsaturated chain length, of the presence of the fused aromatic ring and of the chalcogen atom on the first hyperpolarizability values are shown. (c) 2005 Elsevier B.V. All rights reserved.
• Synthesis of 4,4'-(ethanediylidene)bis(4H-pyran) and -(thiopyran) derivatives
  作者：George A. Reynolds、Chin H. Chen

  DOI：10.1021/jo00314a043

  日期：1981.1