1-(3-methyl-dioxiran-3-yl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-methyl-dioxiran-3-yl)ethanone
• 英文别名: 1-(3-Methyldioxiran-3-yl)ethanone
• 化学式: C₄H₆O₃
• 分子量: 102.09
• InChiKey: PBJUMHCKTAVOEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  42.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-丁二酮 在 Oxone 、 碳酸氢钠 、 sodium phosphate 作用下， 以 氯仿 、 水 为溶剂， 生成 3,3'-dimethyl-3,3'-bidioxirane 、 1-(3-methyl-dioxiran-3-yl)ethanone 、 丁二醛 、 过氧化乙酰
  参考文献：
  名称：

  Generation of Mono- and Bis-dioxiranes from 2,3-Butanedione

  摘要：

  Biacetyl reacts with oxone to give bis-dioxirane [3,3'-dimethyl-3,3'-bidioxirane, 3B] and mono-dioxirane [1-(3-methyl- dioxiran-3-yl)ethanone, 3A)]. Bis-dioxirane 3B is formed when two oxygens are incorporated into biacetyl, while mono- dioxirane 3A incorporated only one. A greater stability is observed in 3B compared to 3A, which is attributed to an alpha-dioxiranyl (anomeric) effect in the former. In contrast, 3A suffers from a destabilizing pi-electron withdrawing effect from the adjacent carbonyl group.

  DOI：

  10.1021/jo060694f

文献信息

• Generation of Mono- and Bis-dioxiranes from 2,3-Butanedione
  作者：Nahed Sawwan、Alexander Greer

  DOI：10.1021/jo060694f

  日期：2006.7.1

  Biacetyl reacts with oxone to give bis-dioxirane [3,3'-dimethyl-3,3'-bidioxirane, 3B] and mono-dioxirane [1-(3-methyl- dioxiran-3-yl)ethanone, 3A)]. Bis-dioxirane 3B is formed when two oxygens are incorporated into biacetyl, while mono- dioxirane 3A incorporated only one. A greater stability is observed in 3B compared to 3A, which is attributed to an alpha-dioxiranyl (anomeric) effect in the former. In contrast, 3A suffers from a destabilizing pi-electron withdrawing effect from the adjacent carbonyl group.