4,4'-bis(tetrahydrothiopyranyl) | 116196-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 4,4'-bis(tetrahydrothiopyranyl)
• 英文别名: 4,4'-bi(tetrahydrothiopyranyl)；4-(Thian-4-yl)thiane
• CAS: 116196-83-9
• 化学式: C₁₀H₁₈S₂
• 分子量: 202.385
• InChiKey: VBVJSLQCUDKDQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  甲磺酸甲酯 、 4,4'-bis(tetrahydrothiopyranyl) 以 丙酮 、 苯 为溶剂， 反应 288.0h， 以48%的产率得到4,4'-bis(tetrahydrothiopyranyl)bis(methomethanesulfonate)
  参考文献：
  名称：

  Polivka, Zdenek; Holubek, Jiri; Budesinsky, Milos, Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 11, p. 2758 - 2774

  摘要：

  DOI：
• 作为产物：
  描述：

  四氢噻喃-4-醇 在 三溴化磷 、 碳酸氢钠 、 magnesium 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 4,4'-bis(tetrahydrothiopyranyl)
  参考文献：
  名称：

  Molecular and solid state structure of 4,4′-bis(tetrahydrothiopyranyl)

  摘要：

  Single crystal X-ray diffraction reveals that 4,4'-bis(tetrahydrothiopyranyl) crystallizes in an equatorial-equatorial geometry with a gauche conformation along the central carbon-carbon bond. B3LYP/6-311G** and MP2/6-311G** calculations show that the antiperiplanar conformation is higher in energy than the gauche one because of sulfur induced stretching and widening of the cyclohexane-like rings. Calculations at various levels of theory suggest that in the antiperiplanar region the twisting coordinate of 4,4'-bis(tetrahydrothiopyranyl) exhibits a very shallow double-well potential. The gauche molecular structure of 4,4'-bis(tetrahydrothiopyranyl) thwarts efficient packing of its molecules in the solid state. Crown Copyright 2012 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.09.068

文献信息

• Polivka, Zdenek; Budesinsky, Milos; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 9, p. 2443 - 2469
  作者：Polivka, Zdenek、Budesinsky, Milos、Holubek, Jiri、Schneider, Bohdan、Sediva, Zdenek、et al.

  DOI：——

  日期：——
• POLIVKA, ZDENEK;BUDESINSKY, MILOS;HOLUBEK, JIRI;SCHNEIDER, BOHDAN;SEDIVY,+, COLLECT. CZECHOSL. CHEM. COMMUN., 54,(1989) N, C. 2443-2469
  作者：POLIVKA, ZDENEK、BUDESINSKY, MILOS、HOLUBEK, JIRI、SCHNEIDER, BOHDAN、SEDIVY,+

  DOI：——

  日期：——
• POLIVKA, ZDENEK;HOLUBEK, JIRI;BUDESINSKY, MILOS;MATOUSOVA, OLUSE;SVATEK, +, COLLECT. CZECHOSL. CHEM. COMMUN., 52,(1987) N 11, 2758-2774
  作者：POLIVKA, ZDENEK、HOLUBEK, JIRI、BUDESINSKY, MILOS、MATOUSOVA, OLUSE、SVATEK, +

  DOI：——

  日期：——
• Polivka, Zdenek; Holubek, Jiri; Budesinsky, Milos, Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 11, p. 2758 - 2774
  作者：Polivka, Zdenek、Holubek, Jiri、Budesinsky, Milos、Matousova, Oluse、Svatek, Emil、et al.

  DOI：——

  日期：——
• Molecular and solid state structure of 4,4′-bis(tetrahydrothiopyranyl)
  作者：Cornelis A. van Walree、Martin Lutz、Anthony L. Spek、Leonardus W. Jenneskens、Remco W.A. Havenith

  DOI：10.1016/j.molstruc.2012.09.068

  日期：2013.3

  Single crystal X-ray diffraction reveals that 4,4'-bis(tetrahydrothiopyranyl) crystallizes in an equatorial-equatorial geometry with a gauche conformation along the central carbon-carbon bond. B3LYP/6-311G** and MP2/6-311G** calculations show that the antiperiplanar conformation is higher in energy than the gauche one because of sulfur induced stretching and widening of the cyclohexane-like rings. Calculations at various levels of theory suggest that in the antiperiplanar region the twisting coordinate of 4,4'-bis(tetrahydrothiopyranyl) exhibits a very shallow double-well potential. The gauche molecular structure of 4,4'-bis(tetrahydrothiopyranyl) thwarts efficient packing of its molecules in the solid state. Crown Copyright 2012 Published by Elsevier B.V. All rights reserved.