N,N-二异丙基-2-苯基硫代乙酰胺 | 23264-08-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N-二异丙基-2-苯基硫代乙酰胺
• 英文名称: N.N-Diisopropylphenylthioacetamid
• 英文别名: Phenyl-N,N-di(propan-2-yl)ethanethioamide；2-phenyl-N,N-di(propan-2-yl)ethanethioamide
• CAS: 23264-08-6
• 化学式: C₁₄H₂₁NS
• 分子量: 235.393
• InChiKey: AOSNVGWCFLEGMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-2-苯基硫代乙酰胺 生成 2-苯基-N,N-二(丙-2-基)乙酰胺
  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：

  2-苯基-N,N-二(丙-2-基)乙酰胺 在 劳森试剂 作用下， 以 苯 为溶剂， 以45%的产率得到N,N-二异丙基-2-苯基硫代乙酰胺
  参考文献：
  名称：

  Viteva, Lilia; Gospodova, Tzveta; Stefanovsky, Yuri, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 78, # 1-4, p. 189 - 198

  摘要：

  DOI：

文献信息

• Titanium enolates and “ate” complexes of N,N-disubstituted amides and thioamides in the Michael reaction.
  作者：Lilia Z. Viteva、Tzveta S. Gospodova、Yuri N. Stefanovsky

  DOI：10.1016/s0040-4020(01)85243-1

  日期：1994.1

  The synthetic potential, regio- and stereoselectivity of titanium dialkylamide and dialkylthioamide enolates and “ate” complexes in reaction with some conjugate carbonyl compounds are investigated. Titanium enolates react preferentially in 1,2-position while “ate” complexes afford 1,4-regiocontrol. The stereochemical behaviour of the latter follows in general the lithium and potassium precursors. Marked

  研究了二烷基酰胺钛和二烷基硫酰胺钛烯酸酯和“酸酯”配合物与某些共轭羰基化合物反应的合成潜力，区域和立体选择性。烯醇钛酸酯优先在1,2-位发生反应，而“盐”配合物则提供1,4-区域控制。后者的立体化学行为通常遵循锂和钾前体。用酰胺发现了溶剂和亲电试剂几何形状对1，4-立体选择性的显着影响，而对硫代类似物却没有。酰胺钛“酸盐”配合物的立体化学与环状过渡态相关。溶剂效应通过参与过渡结构来解释。讨论了钛“盐”配合物的一些优点。
• 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.
• MUKHERJEE R., INDIAN J. CHEM. <IJOC-AP>, 1977, B 15, NO 6, 502-505
  作者：MUKHERJEE R.

  DOI：——

  日期：——
• 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。
• Viteva, Lilia; Gospodova, Tzveta; Stefanovsky, Yuri, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 78, # 1-4, p. 189 - 198
  作者：Viteva, Lilia、Gospodova, Tzveta、Stefanovsky, Yuri

  DOI：——

  日期：——