5-(4-butoxybenzylidene)-2-thioxo-4-oxo-1,3-thiazolidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(4-butoxybenzylidene)-2-thioxo-4-oxo-1,3-thiazolidine
• 英文别名: 5-[(4-Butoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• 化学式: C₁₄H₁₅NO₂S₂
• mdl: MFCD01413504
• 分子量: 293.411
• InChiKey: KKXCNLPOQHINCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 5-(4-butoxybenzylidene)-2-thioxo-4-oxo-1,3-thiazolidine 以 乙醇 为溶剂， 以78%的产率得到5-[(4-Butoxyphenyl)methylidene]-2-piperidin-1-yl-1,3-thiazol-4-one
  参考文献：
  名称：

  Studies On Some Thiazolidinones As Antioxidants For Local Base Oil

  摘要：

  IN THIS work, 5 thiazolidinone derivatives of the type 5-benzylidene-2-(1-piperidinyl)4-oxo-1,3-thiazolidine (101), 5-(4-butoxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (102), 5-(4-hexyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (103), 5-(4-octyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (104) and 5-(4-decyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (105) are synthesized and characterized using conventional tools analyses. They are tested as antioxidants for local base stock and the efficiency of these compounds, as antioxidants, was monitored through studying the change in total acid number and viscosity, the results reveal that the efficiency order is ranked as follows 105 > 104 > 103 > 102 > 101. The quantum chemical parameters such as the lowest unoccupied molecular orbital (LUMO), the highest occupied molecular orbital (HOMO) energy levels and the energy gap (E-HOMO-E-LUMO) were calculated. The experimental results were on the same line with the quantum chemical calculations.

  DOI：

  10.21608/ejchem.2019.6662.1560
• 作为产物：
  描述：

  对羟基苯甲醛 在 四丁基溴化铵 、 sodium acetate 、 溶剂黄146 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 5-(4-butoxybenzylidene)-2-thioxo-4-oxo-1,3-thiazolidine
  参考文献：
  名称：

  Studies On Some Thiazolidinones As Antioxidants For Local Base Oil

  摘要：

  IN THIS work, 5 thiazolidinone derivatives of the type 5-benzylidene-2-(1-piperidinyl)4-oxo-1,3-thiazolidine (101), 5-(4-butoxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (102), 5-(4-hexyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (103), 5-(4-octyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (104) and 5-(4-decyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (105) are synthesized and characterized using conventional tools analyses. They are tested as antioxidants for local base stock and the efficiency of these compounds, as antioxidants, was monitored through studying the change in total acid number and viscosity, the results reveal that the efficiency order is ranked as follows 105 > 104 > 103 > 102 > 101. The quantum chemical parameters such as the lowest unoccupied molecular orbital (LUMO), the highest occupied molecular orbital (HOMO) energy levels and the energy gap (E-HOMO-E-LUMO) were calculated. The experimental results were on the same line with the quantum chemical calculations.

  DOI：

  10.21608/ejchem.2019.6662.1560

文献信息

• Studies On Some Thiazolidinones As Antioxidants For Local Base Oil
  作者：Hoda Mohammed、Sayed Attia、Maher nessim、Mohamed Shaaban、Ali El-Bassoussi

  DOI：10.21608/ejchem.2019.6662.1560

  日期：2019.2.1

  IN THIS work, 5 thiazolidinone derivatives of the type 5-benzylidene-2-(1-piperidinyl)4-oxo-1,3-thiazolidine (101), 5-(4-butoxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (102), 5-(4-hexyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (103), 5-(4-octyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (104) and 5-(4-decyloxybenzylidene)-2-(1-piperidinyl)-4-oxo-1,3-thiazolidine (105) are synthesized and characterized using conventional tools analyses. They are tested as antioxidants for local base stock and the efficiency of these compounds, as antioxidants, was monitored through studying the change in total acid number and viscosity, the results reveal that the efficiency order is ranked as follows 105 > 104 > 103 > 102 > 101. The quantum chemical parameters such as the lowest unoccupied molecular orbital (LUMO), the highest occupied molecular orbital (HOMO) energy levels and the energy gap (E-HOMO-E-LUMO) were calculated. The experimental results were on the same line with the quantum chemical calculations.