4-Butyl-2,2-diethyl-1,3-dioxalane | 138344-70-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Butyl-2,2-diethyl-1,3-dioxalane
• 英文别名: 4-Butyl-2,2-diethyl-1,3-dioxolane
• CAS: 138344-70-4
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: DODCIMBIKVOIRC-UHFFFAOYSA-N

物化性质

• 沸点：
  217.8±8.0 °C(Predicted)
• 密度：
  0.866±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Butyl-2,2-diethyl-1,3-dioxalane 、 乙酸酐 生成 1-Acetoxy-2-(3-pentoxy)hexane
  参考文献：
  名称：

  Bartels Birgit, Hunter Roger, J. Org. Chem, 58 (1993) N 24, S 6756-6765

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-1,2-己二醇 、 3-戊酮 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 4-Butyl-2,2-diethyl-1,3-dioxalane
  参考文献：
  名称：

  A selectivity study of activated ketal reduction with borane dimethyl sulfide

  摘要：

  A chemo- and regioselectivity study of the reagent combination BH3.SMe2/TMSOTf for ketal reduction has been undertaken. It has revealed that simple 1,3-dioxanes reduce cleanly at low temperature in CH2Cl2 while simple 1,3-dioxolanes may give complete ring cleavage and dimerization products. A study of reduction of 4-substituted 1,3-dioxolanes has revealed a solvent-directed regioselectivity which in THF favors the secondary protected derivative. A mechanism is postulated to account for the selectivities based on recent thinking on acetal substitution reactions.

  DOI：

  10.1021/jo00076a041

文献信息

• Synthesis of Acetonides from Epoxides Catalyzed by Erbium(III) Triflate
  作者：Antonio Procopio、Renato Dalpozzo、Antonio De Nino、Loredana Maiuolo、Monica Nardi、Beatrice Russo

  DOI：10.1002/adsc.200505096

  日期：2005.8

  Epoxides dissolved in acetone can be converted almost quantitatively in acetonides in the presence of catalytic amounts of erbium(III) triflate. The procedure can be usefully applied to other substrates and can be extended to other ketones.

  在催化量的三氟甲磺酸（（III）存在下，溶于丙酮的环氧化物几乎可以在丙酮化物中进行定量转化。该方法可以有用地应用于其他基质，并且可以扩展至其他酮。
• Hunter, Roger; Bartels, Birgit, Journal of the Chemical Society. Perkin transactions I, 1991, # 11, p. 2887 - 2888
  作者：Hunter, Roger、Bartels, Birgit

  DOI：——

  日期：——
• A selectivity study of activated ketal reduction with borane dimethyl sulfide
  作者：Birgit Bartels、Roger Hunter

  DOI：10.1021/jo00076a041

  日期：1993.11

  A chemo- and regioselectivity study of the reagent combination BH3.SMe2/TMSOTf for ketal reduction has been undertaken. It has revealed that simple 1,3-dioxanes reduce cleanly at low temperature in CH2Cl2 while simple 1,3-dioxolanes may give complete ring cleavage and dimerization products. A study of reduction of 4-substituted 1,3-dioxolanes has revealed a solvent-directed regioselectivity which in THF favors the secondary protected derivative. A mechanism is postulated to account for the selectivities based on recent thinking on acetal substitution reactions.
• Bartels Birgit, Hunter Roger, J. Org. Chem, 58 (1993) N 24, S 6756-6765
  作者：Bartels Birgit, Hunter Roger

  DOI：——

  日期：——