1-[3-Chloro-2-[1-chloro-3-(2-methoxyphenoxy)propan-2-yl]sulfanylpropoxy]-2-methoxybenzene | 115395-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[3-Chloro-2-[1-chloro-3-(2-methoxyphenoxy)propan-2-yl]sulfanylpropoxy]-2-methoxybenzene
• CAS: 115395-29-4
• 化学式: C₂₀H₂₄Cl₂O₄S
• 分子量: 431.38
• InChiKey: HUAQWOFZRSLXFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  563.0±50.0 °C(predicted)
• 密度：
  1.232±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[3-Chloro-2-[1-chloro-3-(2-methoxyphenoxy)propan-2-yl]sulfanylpropoxy]-2-methoxybenzene 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Darstellung von Bis(1-phenoxy-propen-2-yl)-sulfanen aus Bis(1-chlor-3-phenoxy-prop-2-yl)-sulfanen mit Kalium-tert.-butylat - Zuordnung der E,E-Konfiguration

  摘要：

  Bis(1-chloro-3-phenoxy-prop-2-yl)-sulfanes (1), anti-MARKOVNIKOV 2:1-adducts of allylphenyl ethers with sulfur dichloride at low temperature are transformed in the presence of potassium-tert.-butoxid by dehydrohalogenation / prototropic rearrangement to phenoxyvinyl sulfanes, the E,E-bis(1-phenoxy-propen-2-yl)sulfanes 3. Sulfanes 3 are of special interest as a model for unsaturated macrocycles B derivated from dithiacrown ethers A. The configuration was assigned using H-1-n.m.r.- and C-13-n.m.r.-spectroscopy. The molecular structure was determinded by X-ray diffraction techniques. Rearrangement of sulfur-substituted allyl ethers 2 to the propenyl isomers 3a proceeds in a stereospecific manner as for common allyl ethers described in the literature.

  DOI：

  10.1002/prac.19933350803
• 作为产物：
  描述：

  2-烯丙基苯甲醚 在 二氯化硫 作用下， 以 二氯甲烷 为溶剂， 以37%的产率得到1-[3-Chloro-2-[1-chloro-3-(2-methoxyphenoxy)propan-2-yl]sulfanylpropoxy]-2-methoxybenzene
  参考文献：
  名称：

  Muehlstaedt, Manfred; Simon, Regina; Pietzsch, Hans-Juergen, Zeitschrift fur Chemie, 1987, vol. 27, # 6, p. 213 - 214

  摘要：

  DOI：

文献信息

• MUHLSTADT, MANFRED;SIMON, REGINA;PIETZSCH, HANS-JURGEN, Z. CHEM., 27,(1987) N 6, 213-214
  作者：MUHLSTADT, MANFRED、SIMON, REGINA、PIETZSCH, HANS-JURGEN

  DOI：——

  日期：——
• Muehlstaedt, Manfred; Simon, Regina; Pietzsch, Hans-Juergen, Zeitschrift fur Chemie, 1987, vol. 27, # 6, p. 213 - 214
  作者：Muehlstaedt, Manfred、Simon, Regina、Pietzsch, Hans-Juergen

  DOI：——

  日期：——
• Darstellung von Bis(1-phenoxy-propen-2-yl)-sulfanen aus Bis(1-chlor-3-phenoxy-prop-2-yl)-sulfanen mit Kalium-tert.-butylat - Zuordnung der E,E-Konfiguration
  作者：Kerstin Hollmann、Bernd Habermann、Ina Schwope、Martin Ecke、Manfred M�hlst�dt

  DOI：10.1002/prac.19933350803

  日期：——

  Bis(1-chloro-3-phenoxy-prop-2-yl)-sulfanes (1), anti-MARKOVNIKOV 2:1-adducts of allylphenyl ethers with sulfur dichloride at low temperature are transformed in the presence of potassium-tert.-butoxid by dehydrohalogenation / prototropic rearrangement to phenoxyvinyl sulfanes, the E,E-bis(1-phenoxy-propen-2-yl)sulfanes 3. Sulfanes 3 are of special interest as a model for unsaturated macrocycles B derivated from dithiacrown ethers A. The configuration was assigned using H-1-n.m.r.- and C-13-n.m.r.-spectroscopy. The molecular structure was determinded by X-ray diffraction techniques. Rearrangement of sulfur-substituted allyl ethers 2 to the propenyl isomers 3a proceeds in a stereospecific manner as for common allyl ethers described in the literature.