thiocyanatokojic acid | 6323-20-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: thiocyanatokojic acid
• 英文别名: (5-Hydroxy-4-oxo-4h-pyran-2-yl)methyl thiocyanate；(5-hydroxy-4-oxopyran-2-yl)methyl thiocyanate
• CAS: 6323-20-2
• 化学式: C₇H₅NO₃S
• 分子量: 183.188
• InChiKey: JRAIHVYCDWBNHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2-氯甲基)-5-羟基-4H-吡喃-4-酮 、 sodium thiocyanide 以 丙酮 为溶剂， 反应 24.0h， 生成 别麦芽酚 、 isothiocyanatokojic acid 、 thiolokojic acid 、 thiocyanatokojic acid
  参考文献：
  名称：

  Re-examination of Nucleophilic Substitutionin Chlorokojic Acid

  摘要：

  Chlorokojic acid was reacted with S2O32-, NO3-, N-3(-), I-, and SCN-. Only the three latter nucleophiles substituted the chlorine atom in the 2-CH2Cl group of kojic acid. In none of the products nucleophilic substitution at position 6 of the 4-pyrone could be found. Regular substituion of chlorokojic acid with I- (iodokojic acid), N-3(-) (azidokojic acid), and SCN- (thiocyanato and isothiocyanato kojic acids) was accompanied by formation of allomaltol. Reaction pathways for the formation of allomaltol and 6-substituted allomaltol derivatives are proposed. The latter has been formerly discovered in the reaction of chlorokojic acid with secondary amines.

  DOI：

  10.1007/s007060070106