4-tosylphenylcyclopropane

• 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: 4-tosylphenylcyclopropane
• 英文别名: Benzene, 1-cyclopropyl-4-[(4-methylphenyl)sulfonyl]-；1-(4-cyclopropylphenyl)sulfonyl-4-methylbenzene
• 化学式: C₁₆H₁₆O₂S
• 分子量: 272.368
• InChiKey: WHNGLVFAMQXFLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-tosylphenylcyclopropane 在 亚硝酰氯 、 水 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以17%的产率得到5-(4-tosylphenyl)isoxazoline
  参考文献：
  名称：

  2-isoxazolines from arylcyclopropanes: I. Monoarylcyclopropanes in a reaction with nitrosyl chloride activated by sulfur(IV) oxide

  摘要：

  A reaction of monoarylcyclopropanes with nitrosyl chloride activated by sulfur (IV) oxide gave in good yields 5-arylisoxazolines. The reaction is of electrophilic character. A scheme of the reaction was suggested.

  DOI：

  10.1134/s1070428002120163

文献信息

• 4,5-dihydroisoxazoles from arylcyclopropanes: II. Reaction of arylcyclopropanes with nitrosyl chloride activated by sulfur(VI) oxide
  作者：O. B. Bondarenko、A. Yu. Gavrilova、M. A. Kazantseva、V. N. Tikhanushkina、E. E. Nifant’ev、L. G. Saginova、N. V. Zyk

  DOI：10.1134/s1070428007040136

  日期：2007.4

  Arylcyclopropanes react with nitrosyl chloride activated by sulfur(VI) oxide to give the corresponding 5-aryl-4,5-dihydro-1,2-oxazoles in quantitative yields. The complex NOC1 center dot 2SO(3) is a highly efficient nitrosating agent which makes it possible to involve in the process arylcyclopropanes having both donor and acceptor substituents in the aromatic ring.