3-chloro-4-[(4-chlorophenyl)thio]-5-hydroxy-2(5H)-furanone | 52180-41-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-chloro-4-[(4-chlorophenyl)thio]-5-hydroxy-2(5H)-furanone
• CAS: 52180-41-3
• 化学式: C₁₀H₆Cl₂O₃S
• 分子量: 277.128
• InChiKey: KUECSOFNGPEHIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-chloro-4-[(4-chlorophenyl)thio]-5-hydroxy-2(5H)-furanone 在 间氯过氧苯甲酸 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以59%的产率得到3-chloro-4-(4-chlorophenylsulfinyl)-5-hydroxyfuran-2(5H)-one
  参考文献：
  名称：

  Sulfides, sulfones, and sulfoxides of the furan-2(5H)-one series. synthesis and structure

  摘要：

  A number of 4- and 5-R-sulfanylfuran-2(5H)-one derivatives were synthesized, and their oxidation with various reagents was studied. The corresponding sulfones were obtained using hydrogen peroxide in acetic acid. 4-R-sulfanyl derivatives were selectively oxidized to sulfoxides with m-chloroperoxybenzoic acid. The molecular and crystal structures of some new sulfones and sulfoxides were determined by X-ray analysis.

  DOI：

  10.1134/s1070428014040149
• 作为产物：
  描述：

  3,4-二氯-5-羟基-5H-呋喃-2-酮 、 4-氯苯硫酚 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 3-chloro-4-[(4-chlorophenyl)thio]-5-hydroxy-2(5H)-furanone
  参考文献：
  名称：

  Bobrova,T.I. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 370 - 372

  摘要：

  DOI：

文献信息

• Synthesis of Novel Arylthio Derivatives of Mucochloric Acid
  作者：A. R. Kurbangalieva、N. F. Devyatova、A. V. Bogdanov、E. A. Berdnikov、T. G. Mannafov、D. B. Krivolapov、I. A. Litvinov、G. A. Chmutova

  DOI：10.1080/10426500601015989

  日期：2007.4.1

  Stable reaction products of mucochloric acid with aromatic and heterocyclic thiols were synthesized and characterized. Under basic conditions the reactions proceeded with the substitution of the chlorine atom(s) by arylthiogroup(s), while in an acidic medium the hydroxy group at C-5 was substituted. Different types of new sulfur-containing products of di- and trisubstitution on the basis of mucochloric acid were obtained. In one case a new acyclic product-di-p-tolyl-2,3-bis-(p-tolylthio)butanedithioate-was isolated. The structure of all synthesized compounds was confirmed by IR, H-1, and C-13 NMR spectroscopy; three compounds were characterized by single crystal X-ray diffraction.