1-Ethenesulfinylmethyl-4-methoxy-benzene | 176907-91-8

• 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: 1-Ethenesulfinylmethyl-4-methoxy-benzene
• 英文别名: 1-(Ethenylsulfinylmethyl)-4-methoxybenzene
• CAS: 176907-91-8
• 化学式: C₁₀H₁₂O₂S
• 分子量: 196.27
• InChiKey: WOPFEDMWVUTHIS-UHFFFAOYSA-N

物化性质

• 沸点：
  381.6±34.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Ethenesulfinylmethyl-4-methoxy-benzene 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 ethenesulfinyl chloride
  参考文献：
  名称：

  1-Alkenesulfinyl Chlorides:  Synthesis, Characterization, and Some Substitution Reactions

  摘要：

  A number of 1-alkenyl sulfoxides bearing either a diphenylmethyl (DPM) or a p-methoxybenzyl (PMB) group have been prepared and exposed to the chlorine surrogate SO2Cl2. Through an oxidative fragmentation reaction, a new family of sulfur acid derivatives, 1-alkenesulfinyl chlorides, is generated. They can be characterized by IR spectroscopy before chemical capture with an alcohol. Ethenesulfinyl chloride (2a) and 1-propenesulfinyl chloride (2b), obtained from their corresponding DPM precursor, can be distilled at reduced pressure to afford ca. 90% pure material. NMR chemical shift comparison of various 1-alkenesulfinyl-containing compounds is made. 1-Alkenesulfinylmethyl phenyl(alkyl) ketones (6) can be prepared directly from sulfinyl chlorides 2 although decomposition and/or isomerization is sometimes extensive during purification.

  DOI：

  10.1021/jo980970t
• 作为产物：
  描述：

  thiirane 1-oxide 、 4-甲氧基溴苄 在 lithium hexamethyldisilazane 作用下， 生成 1-Ethenesulfinylmethyl-4-methoxy-benzene
  参考文献：
  名称：

  1-Alkenesulfinyl Chlorides:  Synthesis, Characterization, and Some Substitution Reactions

  摘要：

  A number of 1-alkenyl sulfoxides bearing either a diphenylmethyl (DPM) or a p-methoxybenzyl (PMB) group have been prepared and exposed to the chlorine surrogate SO2Cl2. Through an oxidative fragmentation reaction, a new family of sulfur acid derivatives, 1-alkenesulfinyl chlorides, is generated. They can be characterized by IR spectroscopy before chemical capture with an alcohol. Ethenesulfinyl chloride (2a) and 1-propenesulfinyl chloride (2b), obtained from their corresponding DPM precursor, can be distilled at reduced pressure to afford ca. 90% pure material. NMR chemical shift comparison of various 1-alkenesulfinyl-containing compounds is made. 1-Alkenesulfinylmethyl phenyl(alkyl) ketones (6) can be prepared directly from sulfinyl chlorides 2 although decomposition and/or isomerization is sometimes extensive during purification.

  DOI：

  10.1021/jo980970t

文献信息

• Oxidative fragmentations of selected 1-alkenyl sulfoxides. Chemical and spectroscopic evidence for 1-alkenesulfinyl chlorides
  作者：Adrian L. Schwan、Mark L. Kalin、Kristin E. Vajda、Ting-Jian Xiang、Denis Brillon

  DOI：10.1016/0040-4039(96)00281-x

  日期：1996.4

  A collection of 1-alkenyl sulfoxides possessing diphenylmethyl, p-methoxybenzyl or 2-(trimethylsilyl)ethyl groups can be converted to 1-alkenesulfinyl chlorides using SO2Cl2. The 1-alkenesulfinyl chlorides were spectroscopically characterized by IR and were chemically captured as their cyclohexyl or 3-phenylpropyl 1-alkenesulfinate esters. Copyright (C) 1996 Elsevier Science Ltd