1-pyrrolidino-7-thiabicyclo<4.2.0>octane 7,7-dioxide | 56595-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-pyrrolidino-7-thiabicyclo<4.2.0>octane 7,7-dioxide
• 英文别名: 1-Pyrrolidyl-7-thia-bicyclo<4,2,0>octan-dioxyd-(7,7)；1-(7,7-Dioxido-7-thiabicyclo(4.2.0)oct-1-yl)pyrrolidine；1-pyrrolidin-1-yl-7λ6-thiabicyclo[4.2.0]octane 7,7-dioxide
• CAS: 56595-84-7
• 化学式: C₁₁H₁₉NO₂S
• 分子量: 229.343
• InChiKey: RLYYJMGLABZEAL-UHFFFAOYSA-N

物化性质

• 沸点：
  391.3±35.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-pyrrolidino-7-thiabicyclo<4.2.0>octane 7,7-dioxide 、 过氧乙酸 以90%的产率得到
  参考文献：
  名称：

  LAMM B., ACTA CHEM. SCAND. , 1975, B29, NO 3, 332-336

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基磺酰氯 以85%的产率得到
  参考文献：
  名称：

  LAMM B., ACTA CHEM. SCAND. , 1975, B29, NO 3, 332-336

  摘要：

  DOI：

文献信息

• Organic sulfur mechanisms. 37. Mechanisms of hydrolysis of (trimethylsilyl)methanesulfonyl chloride. Sulfene-enamine reactions in water
  作者：James F. King、Joe Y. L. Lam

  DOI：10.1021/jo00064a037

  日期：1993.6

  Kinetic, product analysis, and deuteration experiments are consistent with the following mechanisms of hydrolysis of (trimethylsilyl)methanesulfonyl chloride (1) (in 0.01 M KCl at 1-degrees-C): (a) pH less-than-or-equal-to 10.0, attack of water at silicon to form sulfene (5) which is trapped by water to give methanesulfonate anion (3), (b) pH greater-than-or-equal-to 10.0, attack of hydroxide anion (i) at silicon to yield sulfene (5) and (ii) at an alpha-hydrogen to form (trimethylsilyl)sulfene (4), in each case followed by trapping of the sulfene to give either methanesulfonate (3) or (trimethylsilyl)methanesulfonate (6) salts. Aqueous potassium fluoride catalyzes the hydrolysis of 1 with formation of the methanesulfonate 3, evidently by way of silicophilic attack of fluoride anion on 1 with formation of sulfene (5). Reaction of 1 with an enamine 7 in water (at pH 8 or 9), with or without fluoride, gives two characteristic sulfene-enamine products, (i) the four-membered cycloadduct 8 and (ii) the methylsulfonyl aldehyde 9. The same or related products are also obtained from methanesulfonyl, 2-propanesulfonyl, and phenylmethanesulfonyl chlorides and enamines in water (at pH 9). Hydrolysis of 1 is also catalyzed by aniline or triethylamine evidently giving 5.
• LAMM B., ACTA CHEM. SCAND. <ACSA-A4>, 1975, B29, NO 3, 332-336
  作者：LAMM B.

  DOI：——

  日期：——