(E)-4-hydroxybenzoic aldehyde mercaptoacetylhydrazone | 1240303-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-4-hydroxybenzoic aldehyde mercaptoacetylhydrazone
• 英文别名: N-[(E)-(4-hydroxyphenyl)methylideneamino]-2-sulfanylacetamide
• CAS: 1240303-03-0
• 化学式: C₉H₁₀N₂O₂S
• 分子量: 210.257
• InChiKey: BPJZFHATQXILMC-BJMVGYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  62.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-硫基乙酰肼 、 对羟基苯甲醛 以 甲醇 为溶剂， 反应 2.0h， 生成 2-(4-hydroxyphenyl)-1,3,4-thiadiazinan-5-one 、 (E)-4-hydroxybenzoic aldehyde mercaptoacetylhydrazone
  参考文献：
  名称：

  Tautomerism and conformational isomerism of mercaptoacetylhydrazones of aliphatic and aromatic aldehydes

  摘要：

  Mercaptoacetylhydrazones of aliphatic and aromatic aldehydes exist in the solutions as tautomeric mixtures of open-chain and cyclic 1,3,4-thiadiazine forms. The linear hydrazone form consists of a set of isomers due to the configurational and conformational isomerism. At growing bulk of the alkyl substituent at the C=N bond of the aliphatic aldehydes derivatives decreases the fraction of the cyclic tautomer; therewith the logarithms of the constants of the chain-ring tautomeric equilibrium correlate with the steric constants of the alkyl substituents. In the series of the aromatic aldehydes mercaptoacetylhydrazones the linear tautomer prevails, and the equilibrium position is insignificantlyt affected at variation of the electronic characteristics of the substituents in the aromatic ring.

  DOI：

  10.1134/s1070428009050030