ethyl sulfate of 2-hydroxyheptanal

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: ethyl sulfate of 2-hydroxyheptanal
• 英文别名: Ethyl 1-oxoheptan-2-yl sulfate
• 化学式: C₉H₁₈O₅S
• 分子量: 238.305
• InChiKey: CQAFCXNXNLZWLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-庚烯 、 nitrosonium ethyl sulfate 以 二氯甲烷 为溶剂， 反应 1.0h， 以75%的产率得到ethyl sulfate of 2-hydroxyheptanal
  参考文献：
  名称：

  Reactions of Nitrosonium Ethyl Sulfate with Olefins and Dienes:  An Experimental and Theoretical Study

  摘要：

  Nitrosonium ethyl sulfate (1), which is generated in situ from ethyl nitrite and sulfur trioxide, is a convenient reagent for the one-pot transformation of olefins and dienes into substituted aldehydes and ketones. New experimental and theoretical aspects of this reaction are discussed. A DFT and ab initio computational study is undertaken to provide further insight into the mechanism of electrophilic nitrosation, including the initial pi-complexes, transition states, and the intermediates involved in subsequent carbonyl formation.

  DOI：

  10.1021/jo990679t

文献信息

• Reactions of Nitrosonium Ethyl Sulfate with Olefins and Dienes:  An Experimental and Theoretical Study
  作者：Nikolai V. Zyk、Evgueni E. Nesterov、Andrei N. Khlobystov、Nikolai S. Zefirov、Loren A. Barnhurst、Andrei G. Kutateladze

  DOI：10.1021/jo990679t

  日期：1999.9.1

  Nitrosonium ethyl sulfate (1), which is generated in situ from ethyl nitrite and sulfur trioxide, is a convenient reagent for the one-pot transformation of olefins and dienes into substituted aldehydes and ketones. New experimental and theoretical aspects of this reaction are discussed. A DFT and ab initio computational study is undertaken to provide further insight into the mechanism of electrophilic nitrosation, including the initial pi-complexes, transition states, and the intermediates involved in subsequent carbonyl formation.