1,1-diisopropoxy-2-butyne

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-diisopropoxy-2-butyne
• 英文别名: 1,1-Di(propan-2-yloxy)but-2-yne
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: AQIOCJDJVVXCRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,1,2-三溴-2-甲基环丙烷 、 异丙醇 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到1,1-diisopropoxy-2-butyne
  参考文献：
  名称：

  Regiospecific Ring Opening of Some Methyl- and Phenyl-Substituted 1,1,2-Trihalocyclopropanes to Acetylenic Acetals or Ketals by Variation of Reaction Conditions.

  摘要：

  Regiospecific ring opening of six title compounds has been achieved under various reaction conditions. With dry sodium ethoxide in dry THF as reagent acetylenic diethyl ketals are obtained in 66-81% isolated yield. With DBU in dry ethanol, the corresponding acetylenic diethyl acetals are formed and isolated in 50-67% yield. Finally, treatment of the substrates with 50% aqueous sodium hydroxide in the presence of 2-propanol, triethylbenzylammonium chloride and dichloromethane gave acetylenic diisopropyl acetals, in 82% yield at the best. By-product formation was negligible in most cases.

  DOI：

  10.3891/acta.chem.scand.52-1029

文献信息

• Regiospecific Ring Opening of Some Methyl- and Phenyl-Substituted 1,1,2-Trihalocyclopropanes to Acetylenic Acetals or Ketals by Variation of Reaction Conditions.
  作者：Einar Bakstad、Leiv K. Sydnes、Anders Kjær、Salka E. Nielsen、Carl E. Olsen、Kirsi Ranta、Teófilo Rojo

  DOI：10.3891/acta.chem.scand.52-1029

  日期：——

  Regiospecific ring opening of six title compounds has been achieved under various reaction conditions. With dry sodium ethoxide in dry THF as reagent acetylenic diethyl ketals are obtained in 66-81% isolated yield. With DBU in dry ethanol, the corresponding acetylenic diethyl acetals are formed and isolated in 50-67% yield. Finally, treatment of the substrates with 50% aqueous sodium hydroxide in the presence of 2-propanol, triethylbenzylammonium chloride and dichloromethane gave acetylenic diisopropyl acetals, in 82% yield at the best. By-product formation was negligible in most cases.