N,N-二异丙基乙烷硫代酰胺 | 23264-07-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 中文名称: N,N-二异丙基乙烷硫代酰胺
• 英文名称: N,N-Diisopropylthioacetamid
• 英文别名: Diisopropylaminoethane sulfide；N,N-di(propan-2-yl)ethanethioamide
• CAS: 23264-07-5
• 化学式: C₈H₁₇NS
• 分子量: 159.296
• InChiKey: VUENDLTUPPMKME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  N,N-二异丙基乙烷硫代酰胺 生成 乙酸二异丙胺
  参考文献：
  名称：

  Conversion of thioamides and N 2-acyl-N 1-methyl-N 1-thioacylhydrazines into amides and N 1 N 2-diacyl-N 1-methylhydrazines by trimethyloxonium fluoroborate

  摘要：

  硫脲类和N2-酰基-N1-甲基-N1-硫酰基肼，在硫羰基和羰基碳的α位是否存在苄基质子，均可通过与三甲基氧鎓氟硼酸盐反应高产量地转化为相应的酰胺和N1N2-双酰基-N1-甲基肼。

  DOI：

  10.1039/c29710001113
• 作为产物：
  描述：

  乙酸二异丙胺 在 劳森试剂 作用下， 生成 N,N-二异丙基乙烷硫代酰胺
  参考文献：
  名称：

  Effect of the orientation of substituents on the chemical shifts of13C. IV—13C NMR spectra ofN,N-diisopropylamides and -thioamides

  摘要：

  AbstractN,N‐diisopropylamides and ‐thioamides show hindered rotation around the NCH bonds, and the presence of mixtures of conformational isomers can be demonstrated at temperatures below 273 K in solution. 1H and 13C NMR spectra of these conformers are measured and assigned. The 13C data serve to study through‐space effects on 13C chemical shifts, which strongly depend on the conformations of the isopropyl groups. For amides, a through‐space shielding of the N‐methine carbons is found to exist only for conformers in which the methine hydrogen atom is spatially close to the oxygen atom. Chemical shift differences between amides and thioamides can be rationalized in terms of through‐bond and through‐space contributions, and serve for a better understanding of the shift differences in N,N‐dialkylamides and ‐thioamides.

  DOI：

  10.1002/mrc.1270160111

文献信息

• The gear effect. VI. Conformational analysis of molecules with two interacting isopropyl groups
  作者：A. Liden、C. Roussel、T. Liljefors、M. Chanon、R. E. Carter、J. Metzger、J. Sandstrom

  DOI：10.1021/ja00426a030

  日期：1976.5
• MUKHERJEE R., INDIAN J. CHEM. <IJOC-AP>, 1977, B 15, NO 6, 502-505
  作者：MUKHERJEE R.

  DOI：——

  日期：——
• Effect of the orientation of substituents on the chemical shifts of13C. IV—13C NMR spectra ofN,N-diisopropylamides and -thioamides
  作者：Hans Fritz、Paul Hug、Hanspeter Sauter、Tammo Winkler、Sven-Olov Lawesson、Bjarne Skindhoj Pedersen、Sten Scheibye

  DOI：10.1002/mrc.1270160111

  日期：1981.5

  AbstractN,N‐diisopropylamides and ‐thioamides show hindered rotation around the NCH bonds, and the presence of mixtures of conformational isomers can be demonstrated at temperatures below 273 K in solution. 1H and 13C NMR spectra of these conformers are measured and assigned. The 13C data serve to study through‐space effects on 13C chemical shifts, which strongly depend on the conformations of the isopropyl groups. For amides, a through‐space shielding of the N‐methine carbons is found to exist only for conformers in which the methine hydrogen atom is spatially close to the oxygen atom. Chemical shift differences between amides and thioamides can be rationalized in terms of through‐bond and through‐space contributions, and serve for a better understanding of the shift differences in N,N‐dialkylamides and ‐thioamides.
• Conversion of thioamides and N 2-acyl-N 1-methyl-N 1-thioacylhydrazines into amides and N 1 N 2-diacyl-N 1-methylhydrazines by trimethyloxonium fluoroborate
  作者：R. Mukherjee

  DOI：10.1039/c29710001113

  日期：——

  Thioamides and N2-acyl-N1-methyl-N1-thioacylhydrazines, with or without benzylic protones α to both the thiocarbonyl and carbonyl carbons, have been converted into the corresponding amides and N1N2-diacyl-N1-methylhydrazines in high yield by treating with trimethyloxonium fluoroborate.

  硫脲类和N2-酰基-N1-甲基-N1-硫酰基肼，在硫羰基和羰基碳的α位是否存在苄基质子，均可通过与三甲基氧鎓氟硼酸盐反应高产量地转化为相应的酰胺和N1N2-双酰基-N1-甲基肼。