2-methyl-benzoselenazol-5-ol | 2946-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-methyl-benzoselenazol-5-ol
• 英文别名: 5-Hydroxy-2-methyl-benzselenazol；2-Methyl-1,3-benzoselenazol-5-ol
• CAS: 2946-24-9
• 化学式: C₈H₇NOSe
• 分子量: 212.11
• InChiKey: BMVHAJAKPARCNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-benzoselenazol-5-ol 、 β-苯基肉桂醛 在 titanium(IV) tetraethanolate 作用下， 生成 2-methyl-7,7-diphenyl-7H-pyrano<3,2-e>benzoselenazole
  参考文献：
  名称：

  A convenient synthesis of azolo-fused 2H-[1] benzopyrans

  摘要：

  The synthesis of substituted 7;7-diphenyl-7H-pyrano[3,2-e]benzazoles 2a-f and 7,7-diphenyl-7H-pyrano[2,3-g]benzazoles 4a-d is described. Thus, suitable titanium(IV) phenolates reacted with beta-phenylcinnamaldehyde in refluxing aprotic non-polar solvents. Electrocyclisation of o-quinone allides generated in situ gives regiospecifically the title compounds. Stoichiometric amounts of heterocyclic phenol, titanium tetraethoxide and the carbonyl compound, have been found to give better results. In this series. substitution on the a position leads to the formation of the regioisomer. The method could be also extended to the formation of 8,8-diphenyl-8H-pyrano[2.3-e]benzazole 8. A side reaction between the desired pyran and a second molecule of heterocyclic phenol was observed. This condensation product 9 was isolated and characterized in the case of the imidazole derivative, and a mechanism for its formation is proposed.

  DOI：

  10.1039/p19940002591
• 作为产物：
  描述：

  5-甲氧基-2-甲基苯并硒唑 在 氢溴酸 作用下， 生成 2-methyl-benzoselenazol-5-ol
  参考文献：
  名称：

  Ochiai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1950, vol. 70, p. 372,375

  摘要：

  DOI：