3-(4-tert-butyl-3,3-dimethyl-1-oxo-2H-thiophen-5-yl)phenol | 1207993-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(4-tert-butyl-3,3-dimethyl-1-oxo-2H-thiophen-5-yl)phenol
• CAS: 1207993-68-7
• 化学式: C₁₆H₂₂O₂S
• 分子量: 278.415
• InChiKey: GLBXKKWBVIWGHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-tert-butyl-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrothiophene 在 sodium periodate 作用下， 以 甲醇 、 水 为溶剂， 生成 3-(4-tert-butyl-3,3-dimethyl-1-oxo-2H-thiophen-5-yl)phenol
  参考文献：
  名称：

  Synthesis of Sulfanyl-, Sulfinyl-, and Sulfonyl-Substituted Bicyclic Dioxetanes and Their Base-Induced Chemiluminescence

  摘要：

  The singlet oxygenation of 4-tert-butyl-3,3-dimethyl-5-(3-oxyphenyl)-2,3-dihydrothiophenes 5c-e bearing an acetoxy or methoxy group at the 2-position exclusively gave the corresponding sulfanyl-substituted bicyclic dioxetanes 2c-e, while that of 5a without 2-substituent mainly gave sulfoxide 11 along with a small amount of dioxetane 2a. These dioxetanes were sufficiently stable thermally to permit handling at room temperature. Sulfanyl-substituted dioxetanes, 2e and 2e, were further oxidized with m-chloroperberizoic acid to afford the corresponding sulfinyl-substituted dioxetanes 3c, 3e and sulfonyl-substituted dioxetanes 4c, 4e. X-ray single crystallographic analysis was performed for 2c and 4e. Base-induced decomposition of the dioxetanes in DMSO gave light with a maximum wavelength lambda(CL)(max) at 554 nm for 2a and 565 nm for 2e in moderate light yields, while sulfinyl-derivative 3e gave weak light with lambda(CL)(max) = 795 nm and sulfonyl-derivative 4e gave very weak light with lambda(CL)(max) = 848 nm.

  DOI：

  10.1021/jo902477n