methyl(2-acetaminoethyl)sulfoxide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl(2-acetaminoethyl)sulfoxide
• 英文别名: Methyl(2-acetylaminoethyl)sulfoxide；N-(2-methylsulfinylethyl)acetamide
• 化学式: C₅H₁₁NO₂S
• 分子量: 149.214
• InChiKey: FUAGVWWHSHFIRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-acetylaminoethyl sulfide 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以84%的产率得到methyl(2-acetaminoethyl)sulfoxide
  参考文献：
  名称：

  Sulfur-containing carboxylic acids. 5. Synthesis and structure of dialkyl sulfides and dialkyl sulfoxides with vicinal carboxyl or acylamino groups

  摘要：

  Bifunctional sulfides and sulfoxides containing carboxy, carbamoyl, or acylamino groups in the beta-position are synthesized, and their IR spectra were studied. An unusual decrease in the.frequencies of the carbonyl vibrations (by 20-34 cm-1) was found for thiodipropionic acid, its amides, and bis(beta-acylaminoethyl) sulfides by comparison with the corresponding sulfoxides. The low-frequency shift of the CO band in these carbonylsulfides was not, as expected, associated with the intramolecular S...O coordination, since the x-ray structural investigation of thiodipropionic acid and bis(2-trifluoroacetylaminoethyl) sulfide did not show short intra- and intermolecular contacts involving the sulfur atom. Both structures contain intermolecular hydrogen bonds (C-O...HO or C=O...HN).

  DOI：

  10.1007/bf00864333

文献信息

• Synthesis and radioprotective activity of functionally-substituted methyl(alkyl)sulfoxides
  作者：T. P. Vasil'eva、N. I. Lisina

  DOI：10.1007/bf02464276

  日期：1997.11
• Sulfur-containing carboxylic acids. 5. Synthesis and structure of dialkyl sulfides and dialkyl sulfoxides with vicinal carboxyl or acylamino groups
  作者：T. P. Vasil'eva、A. O. Mozzhukhin、M. Yu. Antipin、Yu. T. Struchkov

  DOI：10.1007/bf00864333

  日期：1992.8

  Bifunctional sulfides and sulfoxides containing carboxy, carbamoyl, or acylamino groups in the beta-position are synthesized, and their IR spectra were studied. An unusual decrease in the.frequencies of the carbonyl vibrations (by 20-34 cm-1) was found for thiodipropionic acid, its amides, and bis(beta-acylaminoethyl) sulfides by comparison with the corresponding sulfoxides. The low-frequency shift of the CO band in these carbonylsulfides was not, as expected, associated with the intramolecular S...O coordination, since the x-ray structural investigation of thiodipropionic acid and bis(2-trifluoroacetylaminoethyl) sulfide did not show short intra- and intermolecular contacts involving the sulfur atom. Both structures contain intermolecular hydrogen bonds (C-O...HO or C=O...HN).