甲硒代酰胺,N,N-二(1-甲基乙基)- | 13120-02-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 中文名称: 甲硒代酰胺,N,N-二(1-甲基乙基)-
• 英文名称: N,N-diisopropyl selenoformamide
• 英文别名: N,N-Diisopropyl-selenoformamid；N.N-Diisopropyl-selenformamid；N,N-di(propan-2-yl)methaneselenoamide
• CAS: 13120-02-0
• 化学式: C₇H₁₅NSe
• 分子量: 192.163
• InChiKey: DJGHYYAUFQGXLD-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  195.8±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.03
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-辛炔 、 甲硒代酰胺,N,N-二(1-甲基乙基)- 在 铜 作用下， 反应 14.0h， 以48%的产率得到N,N-diisopropyl-N-(2-nonynyl)amine
  参考文献：
  名称：

  Copper(0)-Induced Deselenative Insertion of N,N-Disubstituted Selenoamides into Acetylenic C−H Bond Leading to Propargylamines

  摘要：

  Upon heating at 110 degrees C in the presence of copper(0) powder, terminal acetylenes undergo a novel deselenative C-H bond insertion reaction of N,N-substituted selenoamides, affording the corresponding propargylamines in good to excellent yields, selectively.

  DOI：

  10.1021/ol9001976
• 作为产物：
  描述：

  N,N-二异丙基甲酰胺 在 bis(1,5-cyclooctanediylboryl)monoselenide 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.0h， 以16%的产率得到甲硒代酰胺,N,N-二(1-甲基乙基)-
  参考文献：
  名称：

  An Efficient Synthesis of Selenocarbonyl Compounds by the Treatment of Carbonyl Compounds with Bis[1,5-cyclooctanediylboryl] Selenide

  摘要：

  通过使用双[1,5-环辛二基硼烷]硒化物处理羰基化合物，实现了硒醛、硒酮和硒酰胺的高效合成。

  DOI：

  10.1246/cl.1992.1843

文献信息

• Efficient Synthesis of Selenocarbonyl Compounds by Treating Carbonyl Compounds with Bis(1,5-cyclooctanediylboryl) Selenide
  作者：Kazuaki Shimada、Norikazu Jin、Michiko Kawaguchi、Kumiko Dobashi、Yumi Nagano、Manabu Fujimura、Eiichi Kudoh、Tomonari Kai、Noboru Saito、Jun-ichi Masuda、Masaki Iwaya、Hiroyuki Fujisawa、Shigenobu Aoyagi、Yuji Takikawa

  DOI：10.1246/bcsj.70.197

  日期：1997.1

  Selenoaldehydes and selenoketones were generated in situ, by treating aldehydes or ketones, respectively, with bis(1,5-cyclooctanediylboryl) selenide; the resulting selenocarbonyl compounds were trapped with 2,3-dimethyl-1,3-butadiene to give the corresponding [4+2] cycloadducts. The treatment of amides, an ester, and ketones possessing bulky substituents with the reagent also afforded the corresponding selenoamides, a selenoester, and sterically protected selones, respectively, in modest yields. On the other hand, a similar treatment of cinnamaldehyde with the reagent gave the 2,3-dihydroselenophene derivative, which originated from a [4+2]-type self-dimerization of in situ generated 3-phenyl-2-propeneselenal.

  在原位生成硒醛和硒酮，通过将醛或酮与双(1,5-环辛烷二基)硒化物处理；由此得到的硒羰基化合物与2,3-二甲基-1,3-丁二烯反应，形成相应的[4+2]环加成物。将具有体积较大取代基的酰胺、酯和酮与该试剂处理，亦分别得到相应的硒酰胺、硒酯和体积保护的硒酮，产率适中。另一方面，将肉桂醛与该试剂处理，得到2,3-二氢硒苯衍生物，这源于原位生成的3-苯基-2-丙烯硒醛的[4+2]型自聚合反应。
• Synthesis of N,N-disubstituted selenoamides by O/Se-exchange with selenium–Lawesson's reagent
  作者：John Bethke、Konstantin Karaghiosoff、Ludger A. Wessjohann

  DOI：10.1016/s0040-4039(03)01690-3

  日期：2003.9

  The selenium analogue of Lawesson's reagent, [PhP(Se)(mu-Se)](2) is an effective reagent for synthesizing N,N-disubstituted selenoamides. The reaction is carried out under mild conditions (room temperature) and affords the selenoamide in higher yield than using other selenation reagents. (C) 2003 Elsevier Ltd. All rights reserved.
• Jensen,K.A.; Nielsen,P.H., Acta Chemica Scandinavica (1947), 1966, vol. 20, p. 597 - 629
  作者：Jensen,K.A.、Nielsen,P.H.

  DOI：——

  日期：——
• Preparation of Selenoformamides by Selenol Reduction of Dibenzyl Triselenocarbonate¹
  作者：Lars HENRIKSEN

  DOI：10.1055/s-1974-23356

  日期：——