1,3,4,4-tetrachloro-1-(ethylthio)-2-nitro-1,3-butadiene | 162283-27-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1,3,4,4-tetrachloro-1-(ethylthio)-2-nitro-1,3-butadiene
• 英文别名: 2-Nitro-1,3,4,4-tetrachlor-1-mono(ethylthio)butadien-1,3；1,1,2,4-tetrachloro-4-ethylsulfanyl-3-nitrobuta-1,3-diene
• CAS: 162283-27-4
• 化学式: C₆H₅Cl₄NO₂S
• 分子量: 296.989
• InChiKey: DZLJNUJLDIPOHE-UHFFFAOYSA-N

物化性质

• 沸点：
  216.4±40.0 °C(Predicted)
• 密度：
  1.594±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  哌嗪 、 1,3,4,4-tetrachloro-1-(ethylthio)-2-nitro-1,3-butadiene 以 乙醚 为溶剂， 以42%的产率得到3,4,4-trichloro-1-(2-ethylthio)-1-(4-piperazine)-2-nitro-1,3-butadiene
  参考文献：
  名称：

  Ibis, Cemil; Goekmen, Zeliha, Revue Roumaine de Chimie, 2007, vol. 52, # 10, p. 957 - 960

  摘要：

  DOI：
• 作为产物：
  描述：

  pentachloro-2-nitro-1,3-butadiene 、 乙硫醇 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,3,4,4-tetrachloro-1-(ethylthio)-2-nitro-1,3-butadiene
  参考文献：
  名称：

  Ibis, Cemil; Deniz, N. Gulsah, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007, vol. 46, # 4, p. 674 - 680

  摘要：

  DOI：

文献信息

• Ibis, Cemil; Sayil, Cigdem, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 92, # 1-4, p. 39 - 44
  作者：Ibis, Cemil、Sayil, Cigdem

  DOI：——

  日期：——
• DIBUTADIENYL PIPERAZINE, DIBUTADIENYL HOMOPIPERAZINES AND BUTADIENYL-SUBSTITUTED PIPERIDINES FROM MONOSUBSTITUTED HALODIENES
  作者：Cemil İbiş、Nihal Yilmaz、H. Özlem Ataseven

  DOI：10.1080/10426500490466850

  日期：2004.9

  Compounds 3a-k were obtained from the reactions of compounds 1a-k with homopiperazine (2) in CH2Cl2. Compounds 1a-b, 1d-f, and 1h-l gave compounds 5a-b, 5d-f, and 5h-l with 2-methylpiperazine (4) in dichloromethane. Compounds 7c and 9c were obtained from the reactions of compound 1c with 4-ethoxycarbonyl piperazine (6) and 4-piperidinol (8) in CH2Cl2. Compounds 1a-b, 1d-f, and 1h-l gave compounds 11a and 11f with 4-methylpiperazine (10), and compound 13f was obtained from the reactions of compound 1f with 4-methylpiperidine (12) in CH2Cl2.
• N,S-, S-, S,S-, <S═O-, and < SO₂-Substituted Dienes from Halo-1,3-Butadienes
  作者：Cemil İbiş、Zeliha Gökmen

  DOI：10.1080/10426500500272194

  日期：2006.4.1

  Mono(thio) substituted dienes 1 gave 3a-g, 5, and 7 with piperazine derivatives in dichloromethane. Hexachlorobutadiene 14 in a water-ethanol mixture in the presence of sodium hydroxide reacted with thiol 15 to give the mono(thio) substituted thioether 16 and di(thio) substituted thioether 17. 18 was obtained from the reaction of 16 with m-CPBA in chloroform. 9 was obtained from the reaction of l,2,3,4,4-pentachloro-(1-2-hydroxyethylthio)-1,3- butadiene 8 with 47% HI, and 11 was synthesized from the reaction of 8 with concentrated H2SO4 and KBr. Compounds 9 and 11 gave in the reaction with m-CPBA in chloroform 10, 12, and 13, respectively.