3-<(1,1-dimethyl-2-propynyl)oxy>-1,2-epoxypropane | 7312-54-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-<(1,1-dimethyl-2-propynyl)oxy>-1,2-epoxypropane
• 英文别名: (1,1-dimethyl-prop-2-ynyloxymethyl)-oxirane；2-(2-Methylbut-3-yn-2-yloxymethyl)oxirane
• CAS: 7312-54-1
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: CZIQVPJGFVFPOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  3-<(1,1-dimethyl-2-propynyl)oxy>-1,2-epoxypropane 在 硫脲 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以27%的产率得到3-<(1,1-dimethyl-2-propynyl)oxy>-1,2-epithiopropane
  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 some chemical conversions of acetylenic derivatives of 1,4-dioxane
  作者：M. G. Veliev、M. I. Shatirova、O. V. Askerov

  DOI：10.1007/s10593-010-0406-4

  日期：2009.10

  synthesizing acetylenic derivatives of 1,4-dioxane in high yield by the interaction of glycidyl ethers of acetylenic alcohols with ethylene bromohydrin in the presence of boron trifluoride etherate. Dehydrobromination of the corresponding bromohydrin was then carried out in the presence of metallic sodium in absolute diethyl ether. Acetylenic derivatives of 1,4-dioxane enter into hydrosilylation, aminomethylation

  在三氟化硼醚化物的存在下，通过炔属醇的缩水甘油醚与乙烯溴醇的相互作用，已经显示出以高收率合成1，4-二恶烷的炔属衍生物的可能性。然后在无水乙醚中在金属钠存在下，进行相应的溴代醇的脱氢溴化反应。1,4-二恶烷的乙炔衍生物进入氢化硅烷化，氨甲基化和二烯缩合反应，形成新的1,4-二恶烷衍生物。
• GVERDTSITELI I. M.; GELASHVILI E. S.; YASHVILI N. M., SAKARTVELOS CCP METSNIEREBATA AKADEMIIS MOAMBE, SOOBSHCH. AN GRUZSSR, 197+
  作者：GVERDTSITELI I. M.、 GELASHVILI E. S.、 YASHVILI N. M.

  DOI：——

  日期：——