bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide | 197370-36-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide
• CAS: 197370-36-8
• 化学式: C₁₈H₂₈OS
• 分子量: 292.486
• InChiKey: GEZINKHJPNBEDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide 以 甲苯 为溶剂， 反应 2.5h， 以98%的产率得到bis(bicyclo-<3.3.1>non-9-ylidene)
  参考文献：
  名称：

  Effective Precursors for Sulfur Monoxide Formation

  摘要：

  When triphenylmethanesulfenyl chloride (12) (or its thio 13 or dithio homolog 14) are treated with hindered olefins 15 and 16, thiiranes 10 and 11, are produced in high isolated yields (ca. 94%). Treatment of 10 and 11 with m-chloroperoxybenzoic acid (m-CPBA) leads to the formation of thiirane 1-oxides 8 and 9 (99% isolated yields). The structures of 8-11 were established by H-1 and C-13 NMR, mass spectrometry as well as by X-ray. Thermal decomposition of either 8 or 9 smoothly delivers sulfur monoxide to various 1,3-dienes giving cyclic sulfoxides in good yield. A variety of conditions were employed to optimize the yield of the trapped adducts.

  DOI：

  10.1021/jo9709864
• 作为产物：
  描述：

  bicyclo<3.3.1>nonylidenebicyclo<3.3.1>nonanethiirane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以98%的产率得到bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide
  参考文献：
  名称：

  Effective Precursors for Sulfur Monoxide Formation

  摘要：

  When triphenylmethanesulfenyl chloride (12) (or its thio 13 or dithio homolog 14) are treated with hindered olefins 15 and 16, thiiranes 10 and 11, are produced in high isolated yields (ca. 94%). Treatment of 10 and 11 with m-chloroperoxybenzoic acid (m-CPBA) leads to the formation of thiirane 1-oxides 8 and 9 (99% isolated yields). The structures of 8-11 were established by H-1 and C-13 NMR, mass spectrometry as well as by X-ray. Thermal decomposition of either 8 or 9 smoothly delivers sulfur monoxide to various 1,3-dienes giving cyclic sulfoxides in good yield. A variety of conditions were employed to optimize the yield of the trapped adducts.

  DOI：

  10.1021/jo9709864
• 作为试剂：
  描述：

  月桂烯 在 bicyclo[3.3.1]nonylidenebicyclo[3.3.1]nonanethiirane 1-oxide 作用下， 以 甲苯 为溶剂， 以68%的产率得到3-(4'-methyl-3'-pentenyl)-2,5-dihydrothiophene 1-oxide
  参考文献：
  名称：

  Effective Precursors for Sulfur Monoxide Formation

  摘要：

  When triphenylmethanesulfenyl chloride (12) (or its thio 13 or dithio homolog 14) are treated with hindered olefins 15 and 16, thiiranes 10 and 11, are produced in high isolated yields (ca. 94%). Treatment of 10 and 11 with m-chloroperoxybenzoic acid (m-CPBA) leads to the formation of thiirane 1-oxides 8 and 9 (99% isolated yields). The structures of 8-11 were established by H-1 and C-13 NMR, mass spectrometry as well as by X-ray. Thermal decomposition of either 8 or 9 smoothly delivers sulfur monoxide to various 1,3-dienes giving cyclic sulfoxides in good yield. A variety of conditions were employed to optimize the yield of the trapped adducts.

  DOI：

  10.1021/jo9709864

文献信息

• Recent chemistry of the chalcogen diatomics
  作者：Sylvie L. Tardif、Andrzej Z. Rys、Charles B. Abrams、Imad A. Abu-Yousef、Pierre B.F. Lesté-Lasserre、Erwin K.V. Schultz、David N. Harpp

  DOI：10.1016/s0040-4020(97)00555-3

  日期：1997.8

  The chemistry of the generation and trapping of diatomic sulfur (S2) and sulfur monoxide (SO) are reviewed with special emphasis on recent work, including initial efforts to detect and trap diatomic selenium (Se2).

  综述了双原子硫（S 2）和一氧化硫（SO）的产生和捕集化学，特别强调了近期的工作，包括为检测和捕集双原子硒（Se 2）所做的初步努力。