5-Diethoxymethyl-2-[2-thioxo-1-p-tolyl-eth-(Z)-ylidene]-[1,3]dithiole-4-carbaldehyde | 136057-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-Diethoxymethyl-2-[2-thioxo-1-p-tolyl-eth-(Z)-ylidene]-[1,3]dithiole-4-carbaldehyde
• CAS: 136057-45-9
• 化学式: C₁₈H₂₀O₃S₃
• 分子量: 380.553
• InChiKey: NKXUMPGOWILYEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-Diethoxymethyl-2-[2-thioxo-1-p-tolyl-eth-(Z)-ylidene]-[1,3]dithiole-4-carbaldehyde 在 amberlyst-15 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Vinylogs of tetrathiafulvalene (TTF) bearing four 1,4-dithiafulven-6-yl substituents : Novel highly extended and sulfur-rich π-donors

  摘要：

  The title compounds 1 were synthesized from the mono-diEt-acetal of acetylenedicarbaldehyde and 2-thioxo-1,3-dithioles through three key steps: cycloaddition, dimerization-desulphurization of the resulting thials, and after deketalization, fourfold Wittig olefination of the tetraformyl TTF-vinylogs 4 with the P-ylids Walpha-gamma bearing the 1,3-dithiol-2-ylidene moiety. Cyclic voltammetry shows that these compounds are very strong pi-donors and good precursors of conducting cation-radical salts.

  DOI：

  10.1016/s0040-4039(00)60601-9
• 作为产物：
  描述：

  4-(4-甲基苯基)二硫杂环戊烯-3-硫酮 、 4,4-乙氧基-2-丁基卡因-铝 以 二氯甲烷 为溶剂， 反应 1.0h， 以60%的产率得到5-Diethoxymethyl-2-[2-thioxo-1-p-tolyl-eth-(Z)-ylidene]-[1,3]dithiole-4-carbaldehyde
  参考文献：
  名称：

  Cycloaddition of 3-thioxo-12-dithioles onto acetylenedicarbaldehyde and its mono-diethylacetal : Ready access to intermediates in the tetrathiafulvalene (TTF) series

  摘要：

  The 4,5-diformyl-1,3-dithiol-2-ylidene ethanals and ethanones 4 are prepared by a three-step sequence from acetylenedicarbaldehyde mono-diEt-acetal and 3-thioxo-1,2-dithioles. Their X-ray diffraction structure, H-1 nmr and IR properties, reveal a delta-cis conformation in the solid state and in solution, due to strong S...O 1,5-internal bonding interactions.

  DOI：

  10.1016/0040-4039(93)88074-s

文献信息

• Frere, Pierre; Belyasmine, Ahmed; Gouriou, Yvon, Bulletin de la Societe Chimique de France, 1995, vol. 132, p. 975 - 984
  作者：Frere, Pierre、Belyasmine, Ahmed、Gouriou, Yvon、Jubault, Michel、Gorgues, Alain、et al.

  DOI：——

  日期：——