2-methyl-1,3-dithia-5-cycloheptene | 174465-80-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2-methyl-1,3-dithia-5-cycloheptene
• 英文别名: 2-methyl-1,3-dithiacyclohept-5-ene；2-Methyl-1,3-di-thiacyclohept-5-ene；2-methyl-4,7-dihydro-1,3-dithiepine
• CAS: 174465-80-6
• 化学式: C₆H₁₀S₂
• 分子量: 146.277
• InChiKey: GQQYGTPJDGXTNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,4,5-四嗪-3,6-二羧酸二甲酯 、 2-methyl-1,3-dithia-5-cycloheptene 以 氯仿 为溶剂， 生成 dimethyl 4-methyl-3,5-dithia-9,10-diazabicyclo[5.4.0]undeca-7,10-diene-8,11-dicarboxylate
  参考文献：
  名称：

  七元杂环的立体化学：XLV。1,2,4,5-四嗪-3,6-二羧酸二甲酯高度非对映选择性地加成到2-取代的1,3-二硫代环庚基5-烯中

  摘要：

  Conformationally heterogeneous 2-substituted 1,3-dithiacyclohept-5-enes (R = Ph, Me, t-Bu), which exist in solution as chair and boat conformers, react with dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with high exo-diastereoselectivity: only the chair conformer is involved. The steric structure of 4-methyl-3,5dithia-9,10-diazabicyclo[5.4.0]undeca-7,10-diene was determined by X-ray analysis. Its crystal packing and supramolecular structure were also analyzed.

  DOI：

  10.1134/s1070428006100277
• 作为产物：
  描述：

  cis-2-butene-1,4-dithiol 、 乙醛 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 1.0h， 以83%的产率得到2-methyl-1,3-dithia-5-cycloheptene
  参考文献：
  名称：

  Klimovitskii, E. N.; Strel'nik, D. Yu.; Il'yasov, K. A., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 5.2, p. 920 - 926

  摘要：

  DOI：

文献信息

• Two isomeric fourteen-membered bis-dithioacetals derived from (Z)- and (E)-but-2-ene-1,4-dithiols
  作者：E. N. Klimovitskii、A. N. Galyautdinova、A. B. Dobrynin、V. V. Gavrilov、S. G. Gnevashev、R. M. Vafina、I. A. Litvinov、Yu. G. Shtyrlin

  DOI：10.1134/s1070428009100030

  日期：2009.10

  (Z)-But-2-ene-1,4-dithiol was found to undergo isomerization into the E isomer. Condensation of (Z)- and (E)-but-2-ene-1,4-dithiols with acetaldehyde gave isomeric fourteen-membered bis-dithioacetals whose structure was determined by X-ray analysis.
• Stereochemistry of seven-membered heterocycles: XLV. Highly diastereoselective addition of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate to 2-substituted 1,3-dithiacyclohept-5-enes
  作者：R. M. Vafina、A. T. Gubaidullin、O. N. Kataeva、I. A. Litvinov、Yu. G. Shtyrlin、E. N. Klimovitskii

  DOI：10.1134/s1070428006100277

  日期：2006.10

  Conformationally heterogeneous 2-substituted 1,3-dithiacyclohept-5-enes (R = Ph, Me, t-Bu), which exist in solution as chair and boat conformers, react with dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with high exo-diastereoselectivity: only the chair conformer is involved. The steric structure of 4-methyl-3,5dithia-9,10-diazabicyclo[5.4.0]undeca-7,10-diene was determined by X-ray analysis. Its crystal packing and supramolecular structure were also analyzed.
• Klimovitskii, E. N.; Strel'nik, D. Yu.; Il'yasov, K. A., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 5.2, p. 920 - 926
  作者：Klimovitskii, E. N.、Strel'nik, D. Yu.、Il'yasov, K. A.、Klochkov, V. V.

  DOI：——

  日期：——