1,2-epoxy-3-<(3-methyl-2-propynyl)oxy>propane | 42468-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 1,2-epoxy-3-<(3-methyl-2-propynyl)oxy>propane
• 英文别名: but-2-ynyloxymethyl-oxirane；Propane, 1-(2-butynyloxy)-2,3-epoxy-；2-(but-2-ynoxymethyl)oxirane
• CAS: 42468-64-4
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: ZJUDBWRATXIYDO-UHFFFAOYSA-N

物化性质

• 沸点：
  201.3±15.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-epoxy-3-<(3-methyl-2-propynyl)oxy>propane 在 硫脲 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以59%的产率得到1,2-epithio-3-<(3-methyl-2-propynyl)oxy>propane
  参考文献：
  名称：

  Regiochemical and stereochemical studies on halogen-induced ring expansions of unsaturated episulfides

  摘要：

  The reactions of unsaturated episulfides with bromine and iodine have been studied. Initially produced in the reaction is a ring opened sulfenyl halide intermediate, which in the presence of the carbon-carbon double bond or triple bond cyclizes to beta,beta'-dihalo sulfide cycloadducts. The regiochemistry and relative stereochemistry of these cyclizations have been examined as a function of the length of the tether between the episulfide moiety and the unsaturated functionality, the presence of alkyl substituents, and the type of unsaturation. A discussion of the mechanistic and stereochemical features of the ring-expansion process is presented.

  DOI：

  10.1021/jo00125a039

文献信息

• Synthesis and Anticancer Activity of 5-(Propargyloxymethyl)-2-oxazolidinones
  作者：R.B. Fugitt、L.C. Martinelli

  DOI：10.1002/jps.2600620637

  日期：1973.6

  determine the feasibility of producing a tissue-specific anticancer agent, a series of 2-oxazolidinones bearing an alkynoxymethyl side chain in the 5-position was prepared. These compounds were submitted to the National Cancer Institute for testing against L-1210 and/or P-388 tumor test systems. None of the compounds showed significant anticancer activity. The synthetic procedures and NMR spectral properties

  摘要：为了确定生产组织特异性抗癌剂的可行性，制备了一系列在5位带有炔氧基甲基侧链的2-恶唑烷酮。这些化合物已提交给美国国家癌症研究所，以针对L-1210和/或P-388肿瘤测试系统进行测试。这些化合物均未显示出显着的抗癌活性。描述了标题化合物的合成方法和NMR光谱性质。
• Regiochemical and stereochemical studies on halogen-induced ring expansions of unsaturated episulfides
  作者：Xiao-Feng Ren、Monika I. Konaklieva、Edward Turos、Lynn M. Krajkowski、Charles H. Lake、Thomas S. Janik、Melvyn Rowen Churchill

  DOI：10.1021/jo00125a039

  日期：1995.10

  The reactions of unsaturated episulfides with bromine and iodine have been studied. Initially produced in the reaction is a ring opened sulfenyl halide intermediate, which in the presence of the carbon-carbon double bond or triple bond cyclizes to beta,beta'-dihalo sulfide cycloadducts. The regiochemistry and relative stereochemistry of these cyclizations have been examined as a function of the length of the tether between the episulfide moiety and the unsaturated functionality, the presence of alkyl substituents, and the type of unsaturation. A discussion of the mechanistic and stereochemical features of the ring-expansion process is presented.