3-morpholino-5,5-dimethyl-2-cyclohexene-1-thione | 70134-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 3-morpholino-5,5-dimethyl-2-cyclohexene-1-thione
• 英文别名: 5,5-dimethyl-3-morpholinocyclohex-2-ene-1-thione；3-morpholino-5,5-dimethyl-2-cyclohexen-1-thione；5,5-Dimethyl-3-morpholino-2-cyclohexen-1-thion；5,5-dimethyl-3-morpholino-2-cyclohexenethione；5,5-dimethyl-3-morpholin-4-yl-cyclohex-2-enethione；5,5-dimethyl-3-morpholin-4-ylcyclohex-2-ene-1-thione
• CAS: 70134-06-4
• 化学式: C₁₂H₁₉NOS
• 分子量: 225.355
• InChiKey: FSALARLWURQIHF-UHFFFAOYSA-N

物化性质

• 熔点：
  159-162 °C
• 沸点：
  322.0±52.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  44.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-morpholino-5,5-dimethyl-2-cyclohexene-1-thione 、 3-bromo-2-phenyl-1H-inden-1-one 在 sodium perchlorate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以98%的产率得到(5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) (1-oxo-2-phenylinden-3-yl) sulfide perchlorate
  参考文献：
  名称：

  Timokhina; Sokol'nikova; Panova, Russian Journal of Organic Chemistry, 2000, vol. 36, # 11, p. 1665 - 1666

  摘要：

  DOI：
• 作为产物：
  描述：

  5,5-dimethyl-3-morpholino-2-cyclohexen-1-one 在 tetraphosphorus decasulfide 作用下， 生成 3-morpholino-5,5-dimethyl-2-cyclohexene-1-thione
  参考文献：
  名称：

  Timokhina,L.V. et al., Journal of Organic Chemistry USSR (English Translation), 1979, vol. 15, p. 73 - 79

  摘要：

  DOI：

文献信息

• Usov, V. A.; Timokhina, L. V.; Zhagun, V. A., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 1623 - 1628
  作者：Usov, V. A.、Timokhina, L. V.、Zhagun, V. A.、Sidorkin, V. F.、Voronkov, M. G.

  DOI：——

  日期：——
• Singer, Berndt; Maas, Gerhard, Chemische Berichte, 1987, vol. 120, p. 1683 - 1690
  作者：Singer, Berndt、Maas, Gerhard

  DOI：——

  日期：——
• ——
  作者：L. V. Timokhina、G. M. Panova、L. V. Kanitskaya、O. V. Sokol'nikova、D. -S. D. Toryashinova、M. G. Voronkov

  DOI：10.1023/a:1013837026547

  日期：——

  Synthetic routes to bis(5,5-dimethyl-3-thioxo-1-cyclohexenyl) sulfide have been studied. The title compound can be obtained by reaction of 3-chloro-5,5-dimethyl-2-cyclohexenethione with sodium thiosulfate and by condensation of 3-mercapto-5,5-dimethyl-2-cyclohexenethione. The reaction of bis(5,5-dimethyl-3-oxo-1-cyclohexenyl) sulfide with hydrogen sulfide and hydrogen chloride yields 3-oxo-3'-thioxobis(5,5-dimethyl-1-cyclohexenyl) sulfide.
• Timokhina, L. V.; Usov, V. A.; Voronkov, M. G., Russian Journal of Organic Chemistry, 1995, vol. 31, # 7, p. 1014 - 1015
  作者：Timokhina, L. V.、Usov, V. A.、Voronkov, M. G.、Kozyreva, O. B.、Panova, G. M.、Yashchenko, M. P.

  DOI：——

  日期：——
• Hydrothiolysis of carbofunctional α,β-unsaturated sulfides as an approach to the synthesis of 1,7-dithiocarbonyl compounds
  作者：L. V. Timokhina、O. V. Sokol’nikova、L. V. Kanitskaya、M. P. Yashchenko、D. -S. D. Toryashinova、M. G. Voronkov

  DOI：10.1134/s1070428006080185

  日期：2006.8

  Bis(1-N,N-dimethylimmonio-3-phenylprop-2-en-3-yl) sulfide diperchlorate and (1-N,N-dimethylimmonio-3-phenylprop-2-en-3-yl) (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) sulfide diperchlorate react with hydrogen sulfide giving rise to the corresponding 1,7-thioxoimmonio sulfides. Treating with the hydrogen sulfide (1-N,N-dimethylimmonio-3-phenylprop-2-en-3-yl) (1-oxo-2-phenyl-inden-3-yl) sulfide perchlorate led to preparation of (1-oxo-2-phenylinden-3-yl) (1-thioxo-3-phenylprop-2-en-3-yl) sulfide. The hydrothiolysis of (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) (1-N,N-dimethylimmonio-2-phenylinden-3-yl) sulfide diperchlorate and (5,5-dimethyl-1-morpholiniocyclohex-2-en-3-yl) (1-oxo-2-phenylinden-3-yl) sulfidea perchlorate resulted in products of the sulfide bond cleavage in the initial immonium salts.