N,N-二异丙基硫代丙酰胺 | 78904-41-3

• 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-二异丙基硫代丙酰胺
• 英文名称: N,N-diisopropylthiopropionamide
• 英文别名: N,N-diisopropyl-thiopropionamide；Propanethioamide, N,N-bis(1-methylethyl)-；N,N-di(propan-2-yl)propanethioamide
• CAS: 78904-41-3
• 化学式: C₉H₁₉NS
• 分子量: 173.323
• InChiKey: HQRAGBRSHLMMSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-二异丙基硫代丙酰胺 、 丁-2-烯-1-醇,4-甲基苯磺酸 生成 threo-N,N-diisopropyl-2,3-dimethylthiopent-4-enamide
  参考文献：
  名称：

  Diastereoselective .alpha. allylation of secondary and tertiary thioamides via thio-Claisen rearrangement. A structural proof of Z secondary thioamide dianions and Z tertiary thioamide anions

  摘要：

  DOI：

  10.1021/jo00169a003
• 作为产物：
  描述：

  N,N-diisopropylpropionamide 在 劳森试剂 作用下， 生成 N,N-二异丙基硫代丙酰胺
  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

• Sur les organometalliques issus de thioamides
  作者：Claude Goasdoue、Nicole Goasdoue、Marcel Gaudemar、Margarita Mladenova

  DOI：10.1016/s0022-328x(00)86714-5

  日期：1981.3

  Organometallic compounds derived from thioamides RCH2CSN(R3)2 condense normally with aldehydes and saturated ketones. Condensation with 4-t-butyl-cyclohexanone leads predominantly to equatorial attack by the organometallic compound. These results suggest that the organometallic structure as RCHC(SM)N(R3)2.

  衍生自硫酰胺RCH 2 CSN（R 3）2的有机金属化合物通常与醛和饱和酮缩合。与4-叔丁基-环己酮的缩合主要导致有机金属化合物发生赤道侵蚀。这些结果表明有机金属结构为RCHC（SM）N（R 3）2。
• BOBYLEV V. A.; PETROV M. L.; PETROV A. A., ZH. ORGAN. XIMII, 1981, 17 HO 7, 1392-1396
  作者：BOBYLEV V. A.、 PETROV M. L.、 PETROV A. A.

  DOI：——

  日期：——
• TAMARU, Y.;FURUKAWA, Y.;MIZUTANI, M.;KITAO, O.;YOSHIDA, Z., J. ORG. CHEM., 1983, 48, N 21, 3631-3639
  作者：TAMARU, Y.、FURUKAWA, Y.、MIZUTANI, M.、KITAO, O.、YOSHIDA, Z.

  DOI：——

  日期：——