3,4,9,9-tetramethyl-1-thiaspiro[5.5]undec-3-ene-7,11-dione | 105501-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫吡喃类
• 英文名称: 3,4,9,9-tetramethyl-1-thiaspiro[5.5]undec-3-ene-7,11-dione
• CAS: 105501-85-7
• 化学式: C₁₄H₂₀O₂S
• 分子量: 252.378
• InChiKey: WDIMBZRPPQCWRR-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C
• 沸点：
  371.5±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-((2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)thio)isoindoline-1,3-dione 、 2,3-二甲基-1,3-丁二烯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以46%的产率得到3,4,9,9-tetramethyl-1-thiaspiro[5.5]undec-3-ene-7,11-dione
  参考文献：
  名称：

  Mechanism and Regioselectivity of the Cycloaddition of Thiones Derived from Meldrum’s Acid, Malonates, or Other Dicarbonyls

  摘要：

  [GRAPHICS]Several alpha,alpha-dioxothiones were generated in situ and reacted with 1,3-dienes of varying electronic and steric properties. It was found that thiones 10a and 11a reacted well with electron-rich or electron-poor dienes and are complementary in their regioselectivities when steric effects are at play. The calculated preferred mechanistic pathway implies a thiiranium zwitterion intermediate.

  DOI：

  10.1021/jo800945y

文献信息

• Thiation reactions of some active carbonyl compounds with sulfur transfer reagents
  作者：Nai Zhong Huang、M. V. Lakshmikantham、Michael P. Cava

  DOI：10.1021/jo00378a001

  日期：1987.1
• HUANG NAI-ZHONG; LAKSHMIKANTHAM M. V.; CAVA M. P., J. OGR. CHEM., 52,(1987) N 2, 169-172
  作者：HUANG NAI-ZHONG、 LAKSHMIKANTHAM M. V.、 CAVA M. P.

  DOI：——

  日期：——
• Mechanism and Regioselectivity of the Cycloaddition of Thiones Derived from Meldrum’s Acid, Malonates, or Other Dicarbonyls
  作者：Stéphane Perreault、Maude Poirier、Pascal Léveillé、Olivier René、Pascal Joly、Yves Dory、Claude Spino

  DOI：10.1021/jo800945y

  日期：2008.10.3

  [GRAPHICS]Several alpha,alpha-dioxothiones were generated in situ and reacted with 1,3-dienes of varying electronic and steric properties. It was found that thiones 10a and 11a reacted well with electron-rich or electron-poor dienes and are complementary in their regioselectivities when steric effects are at play. The calculated preferred mechanistic pathway implies a thiiranium zwitterion intermediate.