2-(9-methoxymethoxynonyl)oxirane | 627064-08-8

• 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: 2-(9-methoxymethoxynonyl)oxirane
• 英文别名: 2-[9-(Methoxymethoxy)nonyl]oxirane
• CAS: 627064-08-8
• 化学式: C₁₃H₂₆O₃
• 分子量: 230.348
• InChiKey: FKIUVWYVCIVXFN-UHFFFAOYSA-N

物化性质

• 沸点：
  288.3±10.0 °C(Predicted)
• 密度：
  0.947±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙酮 、 2-(9-methoxymethoxynonyl)oxirane 在 tin(ll) chloride 作用下， 反应 1.0h， 以77%的产率得到4-(9-methoxymethoxynonyl)-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Conversion of Epoxides to 1,3-Dioxolanes Catalyzed by Tin(II) Chloride

  摘要：

  Anhydrous tin(II) chloride is an efficient catalyst for the reaction of epoxides with acetone to prepare 2,2-dimethyl-1,3-dioxolanes (acetonides) in good to excellent yields. Mono-, di-, and trisubstituted epoxides participate equally well in this diastereospecific reaction. The use of single enantiomer epoxides under the reported conditions results in significant erosion of optical activity.

  DOI：

  10.1021/jo035112y
• 作为产物：
  描述：

  10-十一烯-1-醇 在 disodium hydrogenphosphate 、 对甲苯磺酸 、 间氯过氧苯甲酸 、 lithium bromide 作用下， 以 二氯甲烷 为溶剂， 反应 60.0h， 生成 2-(9-methoxymethoxynonyl)oxirane
  参考文献：
  名称：

  Conversion of Epoxides to 1,3-Dioxolanes Catalyzed by Tin(II) Chloride

  摘要：

  Anhydrous tin(II) chloride is an efficient catalyst for the reaction of epoxides with acetone to prepare 2,2-dimethyl-1,3-dioxolanes (acetonides) in good to excellent yields. Mono-, di-, and trisubstituted epoxides participate equally well in this diastereospecific reaction. The use of single enantiomer epoxides under the reported conditions results in significant erosion of optical activity.

  DOI：

  10.1021/jo035112y

文献信息

• Efficient Preparation of γ-Hydroxynitriles via Nitrile Enolate-Epoxide Reactions: Scope and Diastereoselectivity
  作者：Stephen K. Taylor、Dawn DeYoung、Lloyd J. Simons、James R. Vyvyan ‡、Mary A. Wemple、Noelle K. Wood

  DOI：10.1080/00397919808006873

  日期：1998.5

  The nucleophilic opening of epoxides by nitrile enolates using an efficient, convenient protocol is described The diastereoselectivity of this reaction was explored and found to give syn:anti ratios ranging from 1.1:1.0 to 4.8:1.0.
• Conversion of Epoxides to 1,3-Dioxolanes Catalyzed by Tin(II) Chloride
  作者：James R. Vyvyan、Jennifer A. Meyer、Korin D. Meyer

  DOI：10.1021/jo035112y

  日期：2003.11.1

  Anhydrous tin(II) chloride is an efficient catalyst for the reaction of epoxides with acetone to prepare 2,2-dimethyl-1,3-dioxolanes (acetonides) in good to excellent yields. Mono-, di-, and trisubstituted epoxides participate equally well in this diastereospecific reaction. The use of single enantiomer epoxides under the reported conditions results in significant erosion of optical activity.