1-(phenylthio)cyclopent-3-enecarbonitrile | 1187540-25-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(phenylthio)cyclopent-3-enecarbonitrile
• 英文别名: 1-Phenylsulfanylcyclopent-3-ene-1-carbonitrile
• CAS: 1187540-25-5
• 化学式: C₁₂H₁₁NS
• 分子量: 201.292
• InChiKey: DWDNPWOUGKIJRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对甲氧基苯甲醛肟 、 1-(phenylthio)cyclopent-3-enecarbonitrile 在 sodium hypochlorite 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 3-(4-methoxyphenyl)-5-(phenylthio)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-5-carbonitrile 、 3-(4-methoxyphenyl)-5-(phenylthio)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-5-carbonitrile
  参考文献：
  名称：

  Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations

  摘要：

  All unexpected selectivity trend in the nitrile oxide cycloaddition and epoxidation reactions of 4,4-disubstituted cyclopentenes is reported. A variety of facially distinct, 'X-' and 'Y-substituted' cyclopentenes were investigated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.100
• 作为产物：
  描述：

  顺式-1,4-二氯-2-丁烯 、 苯基腈乙基硫醚 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到1-(phenylthio)cyclopent-3-enecarbonitrile
  参考文献：
  名称：

  Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations

  摘要：

  All unexpected selectivity trend in the nitrile oxide cycloaddition and epoxidation reactions of 4,4-disubstituted cyclopentenes is reported. A variety of facially distinct, 'X-' and 'Y-substituted' cyclopentenes were investigated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.100

文献信息

• Phenylsulfonyl as a directing group for nitrile oxide cycloadditions and mCPBA epoxidations
  作者：Jeffrey D. Butler、Michael B. Donald、Zhensheng Ding、James C. Fettinger、Mark J. Kurth

  DOI：10.1016/j.tetlet.2009.06.100

  日期：2009.9

  All unexpected selectivity trend in the nitrile oxide cycloaddition and epoxidation reactions of 4,4-disubstituted cyclopentenes is reported. A variety of facially distinct, 'X-' and 'Y-substituted' cyclopentenes were investigated. (C) 2009 Elsevier Ltd. All rights reserved.