thiacyclopentadecane-3,14-dione | 411218-68-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: thiacyclopentadecane-3,14-dione
• 英文别名: Thiacyclopentadecan-3,14-dion
• CAS: 411218-68-3
• 化学式: C₁₄H₂₄O₂S
• 分子量: 256.409
• InChiKey: ZAIGMZUVDLNXDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  thiacyclopentadecane-3,14-dione 、 2,4-二硝基苯肼 生成 thiacyclopentadecane-3,14-dione-bis-(2,4-dinitro-phenylhydrazone)
  参考文献：
  名称：

  Bacchetti; Canonica, Gazzetta Chimica Italiana, 1952, vol. 82, p. 243,247

  摘要：

  DOI：
• 作为产物：
  描述：

  癸基二酰二氯 在 盐酸 、 sodium sulfide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 thiacyclopentadecane-3,14-dione
  参考文献：
  名称：

  A New General Route to Thiophenophanes:  Synthesis and Properties of [n](2,5)Thiophenophane-1,n-diones

  摘要：

  A series of [ n]( 2,5) thiophenophane-1, n-diones ( 5) ( n = 9, 10, 12, 14, 16, and 20) were synthesized in a simple four-step route starting from the appropriate 1,omega-oligomethylenedicarboxylic acids. The bis-( halomethylketones) ( 6), which were obtained by successive treatment of the diacids with SOCl2, diazomethane, and HBr or HCl, were cyclized by Na2S under high dilution conditions. The obtained monomeric cyclic diketosulfides ( 4) were condensed with glyoxal in MeOH by slowly adding dilute NaOMe affording 5. The thiophene-2,5-dicarbonyl moiety of 5 ( n = 9) is significantly deformed as shown by X-ray crystallography, and the effect of the strain is reflected in the C=O stretching frequencies and the pi-pi* and the n-pi* absorptions.

  DOI：

  10.1021/jo060889n