coumarin-3-yl-acetyl chloride | 856181-05-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: coumarin-3-yl-acetyl chloride
• 英文别名: (2-oxo-2H-chromen-3-yl)acetyl chloride；3-coumarinylacetyl chloride；Coumarin-3-ylacetyl chloride；2-(2-oxochromen-3-yl)acetyl chloride
• CAS: 856181-05-0
• 化学式: C₁₁H₇ClO₃
• 分子量: 222.628
• InChiKey: HGALYPVIROSASV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  coumarin-3-yl-acetyl chloride 在 乙醚 、 丙酮 、 铂 作用下， 生成 (2-oxo-chroman-3-yl)-acetic acid-(2-dimethylamino-ethyl ester)
  参考文献：
  名称：

  Ito, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 149

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨醛 在 哌啶 、 丁二酸酐 、 氯化亚砜 作用下， 生成 coumarin-3-yl-acetyl chloride
  参考文献：
  名称：

  Ito, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 149

  摘要：

  DOI：

文献信息

• Coumarinyl(thienyl)thiazoles:  Novel Photochromes with Modulated Fluorescence
  作者：Valery F. Traven、Andrei Y. Bochkov、Mikhail M. Krayushkin、Vladimir N. Yarovenko、Boris V. Nabatov、Sergei M. Dolotov、Valery A. Barachevsky、Irina P. Beletskaya

  DOI：10.1021/ol800223g

  日期：2008.3.1

  Novel photochromic 5-(3'-coumarinyl)-4-(3''-thienyl)thiazoles have been synthesized. These compounds display intensive fluorescence emission in the open form A, which is modulated by light. Fluorescence intensity decreases significantly upon irradiation of A with UV-light (lambda<400 nm) due to formation of the cyclic form B. Irradiation of B with visible light (lambda>470 nm) promotes its opening

  已经合成了新型的光致变色5-（3'-香豆基）-4-（3''-噻吩基）噻唑。这些化合物以开放形式A表现出强烈的荧光发射，该形式由光调制。由于形成环状形式B，在用UV光（λ＜400nm）照射A时，荧光强度显着降低。用可见光（λ＞ 470nm）照射B促进了其开放和荧光的恢复。新颖的二芳基蒽在溶液和聚合物基质中均经历荧光的光致变色调节。
• Coumarinyl(thienyl)thiazoles as new fluorescent molecular photoswitches
  作者：A. Yu. Bochkov、V. N. Yarovenko、V. A. Barachevskii、B. V. Nabatov、M. M. Krayushkin、S. M. Dolotov、V. F. Traven’、I. P. Beletskaya

  DOI：10.1007/s11172-009-0025-3

  日期：2009.1

  A number of new photochromic 3-(4-phenylthiazol-5-yl)-and 3-(4-hetarylthiazol-5-yl)- coumarins has been synthesized. These compounds possess properties of molecular photo- switches providing a reversible change of the fluorescence intensity in the visible region of the spectrum upon alternating irradiation of their solutions with the visible and UV light. Irradiation with the UV light (λ < 400 nm) leads to their electrocyclization and loss of fluorescence, whereas irradiation of the cyclic form with the visible light (λ < 400 nm) returns the system to the state with the original absorption and fluorescence spectra. Switching of fluorescence is also observed in polymer matrices.

  合成了一系列新型光致变色香豆素衍生物，其结构为3-(4-苯基噻唑-5-基)-和3-(4-杂芳基噻唑-5-基)-香豆素。这些化合物具有分子光开关的特性，当其溶液在可见光和紫外光之间交替照射时，能够在可见光谱区域内实现可逆的荧光强度变化。使用紫外光（λ < 400 nm）照射会导致其发生电环化并失去荧光，而使用可见光（λ < 400 nm）照射环状形式则会使体系恢复到原有的吸收和荧光光谱状态。在聚合物基质中也观察到了荧光切换现象。
• Synthesis and photoinduced fluorescence of 3-(2-hetarylethenyl)chromen-2-ones
  作者：A. Yu. Bochkov、V. N. Yarovenko、M. M. Krayushkin、T. A. Chibisova、T. M. Valova、V. A. Barachevskii、V. F. Traven’、I. P. Beletskaya

  DOI：10.1134/s1070428008040210

  日期：2008.4

  3-(2-Hetarylethenyl)chromen-2-ones were synthesized for the first time, following two different schemes, and their spectral and photochemical properties were studied. The title compounds were found to undergo both reversible and irreversible photoinduced transformations which are accompanied by considerable change of the fluorescence pattern.
• Ito et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1953, vol. 73, p. 351
  作者：Ito et al.

  DOI：——

  日期：——
• Ito, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 149
  作者：Ito

  DOI：——

  日期：——