5,6-dihydro-2-methyl-1,4-oxathiine | 3643-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧硫杂环己烯
• 英文名称: 5,6-dihydro-2-methyl-1,4-oxathiine
• 英文别名: 5,6-dihydro-2-methyl-1,4-oxathiin；6-methyl-2,3-dihydro-[1,4]oxathiine；6-Methyl-2,3-dihydro-[1,4]oxathiin；2-Methyl-5,6-dihydro-1,4-oxathiine；6-methyl-2,3-dihydro-1,4-oxathiine
• CAS: 3643-97-8
• 化学式: C₅H₈OS
• 分子量: 116.184
• InChiKey: YZVJOJNVIJLQAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5,6-dihydro-2-methyl-1,4-oxathiine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 5,6-dihydro-2-methyl-1,4-oxathiin 4-oxide
  参考文献：
  名称：

  Synthesis and carbon-13 nuclear magnetic resonance spectroscopy of 5,6-dihydro-2-methyl-1,4-oxathiin,trans-tetrahydro-1,4-benzoxathiin, 1,4-tetrahydro-[9,10]benzoxathiin, the 4-oxides, 4,4-dioxides and related acyclic compounds

  摘要：

  AbstractThe results of a 13C NMR spectral investigation involving 5,6‐dihydro‐1,4‐oxathiins, 1,4‐tetrahydro[9,10]benzoxathiin, trans‐tetrahydro‐1,4‐benzoxathiin, and the corresponding sulfoxides and sulfones are reported. An interpretation involving a dipolar structure with (2p→2p)π conjugation as opposed to (2p→3d)π interactions with the vinyloxy sulfides seems consistent with trends in the 13C NMR shifts. For the sulfoxides and sulfones, the substitutent‐induced chemical shift (SCS) effects at the β vinylic carbons (βSO and βSO2 effects) are considerably less than those at sp3 carbons. The γSO and γSO2 values at the sp2γ carbons indicate deshielding, in contrast to the shielding at the sp3 carbons.

  DOI：

  10.1002/mrc.1270160404
• 作为产物：
  描述：

  2-chloro-3-(2’-hydroxyethylsulfanyl)prop-1-en 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以13.1%的产率得到5,6-dihydro-2-methyl-1,4-oxathiine
  参考文献：
  名称：

  Synthesis and carbon-13 nuclear magnetic resonance spectroscopy of 5,6-dihydro-2-methyl-1,4-oxathiin,trans-tetrahydro-1,4-benzoxathiin, 1,4-tetrahydro-[9,10]benzoxathiin, the 4-oxides, 4,4-dioxides and related acyclic compounds

  摘要：

  AbstractThe results of a 13C NMR spectral investigation involving 5,6‐dihydro‐1,4‐oxathiins, 1,4‐tetrahydro[9,10]benzoxathiin, trans‐tetrahydro‐1,4‐benzoxathiin, and the corresponding sulfoxides and sulfones are reported. An interpretation involving a dipolar structure with (2p→2p)π conjugation as opposed to (2p→3d)π interactions with the vinyloxy sulfides seems consistent with trends in the 13C NMR shifts. For the sulfoxides and sulfones, the substitutent‐induced chemical shift (SCS) effects at the β vinylic carbons (βSO and βSO2 effects) are considerably less than those at sp3 carbons. The γSO and γSO2 values at the sp2γ carbons indicate deshielding, in contrast to the shielding at the sp3 carbons.

  DOI：

  10.1002/mrc.1270160404

文献信息

• Nevalainen, Vesa; Pohjala, Esko, Journal of Chemical Research, Miniprint, 1988, # 6, p. 1401 - 1421
  作者：Nevalainen, Vesa、Pohjala, Esko

  DOI：——

  日期：——
• Nevalainen, Vesa; Pohjala, Esko; Maelkoenen, Pentti, Acta Chemica Scandinavica, 1990, vol. 44, # 6, p. 591 - 602
  作者：Nevalainen, Vesa、Pohjala, Esko、Maelkoenen, Pentti、Hukkanen, Heikki

  DOI：——

  日期：——
• Application of photoelectron spectroscopy to molecular properties. Part 41. Flash vacuum thermolysis of 2,3-dihydro-1,4-oxathiin: synthesis, photoelectronic spectroscopy, and dienophilic reactivity of thioxoethanal
  作者：Francois Bourdon、Jean Louis Ripoll、Yannick Vallee、Sylvie Lacombe、Genevieve Pfister-Guillouzo

  DOI：10.1021/jo00296a012

  日期：1990.4
• 475. The interaction of aldehydes and ketones with monothioglycols
  作者：J. R. Marshall、H. A. Stevenson

  DOI：10.1039/jr9590002360

  日期：——
• Sulfonium Salts. I. Fragmentations of Chlorosulfonium Chlorides. A Route to 1,4-Oxathienes¹
  作者：G. Edwin Wilson

  DOI：10.1021/ja01094a054

  日期：1965.8

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