N-tert-butyl-2-methylpropaniminium bromide | 107256-67-7

• 分子结构分类: 有机化合物
• 英文名称: N-tert-butyl-2-methylpropaniminium bromide
• 英文别名: N-t-butyl-2-methylpropaniminium bromide；tert-butyl(2-methylpropylidene)azanium;bromide
• CAS: 107256-67-7
• 化学式: BrH*C₈H₁₇N
• 分子量: 208.142
• InChiKey: SYNVTUGXPHRLIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 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：
  14
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-tert-butyl-2-bromo-2-methylpropanimine 、 二硫代磷酸二乙酯 以 四氯化碳 为溶剂， 反应 24.0h， 以80.1%的产率得到N-tert-butyl-2-methylpropaniminium bromide
  参考文献：
  名称：

  Reaction of O,O-dialkyldithiophosphoric acids with N-alkyl-2-haloaldimines

  摘要：

  Synthetic results of reactions of O,O-dialkyldithiophosphoric acids with N-alkyl-2-haloaldimines fundamentally depend on the nature of the halogen: in the case of Cl-substituted imines the reaction afforded 2-(dialkoxythiophosphorylthio)iminium chlorides, with bromoimines bis(dialkoxythiophosphoryl) disulfide and unsubstituted iminium bromide were obtained. According to dynamic P-31 NMR spectroscopy data the reason for this difference is the presence or absence of a free acid in the reaction medium.

  DOI：

  10.1134/s1070363215090133
• 作为试剂：
  描述：

  二硫代磷酸二乙酯 在 N-tert-butyl-2-methylpropaniminium bromide 作用下， 以 四氯化碳 为溶剂， 反应 27.0h， 以83%的产率得到硫代过氧二磷酸四乙酯
  参考文献：
  名称：

  Reactions of O,O-dialkyldithiophosphoric acids with N-tert-butyl-2-bromo-2-methylpropanimine and its salts

  摘要：

  The reactions of O,O-dialkyldithiophosphoric acids with N-tert-butyl-2-bromo-2-methylpropanimine and its salts resulted in reduction of the carbon-bromine bond in the iminium salt giving bis(dialkoxythiophosphoryl)disulfide and N-tert-butyl-2-methylpropaniminium bromide. This represents the first example of C-Br bond reduction by O,O-dialkyldithiophosphoric acids. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.07.010

文献信息

• Reactions of diphenyl- and diethylphosphinodithioic acids with N-alkyl-2-haloaldimines in the synthesis of new P,S- and N,P,S-containing organic compounds
  作者：R. A. Khairullin、M. B. Gazizov、Yu. S. Kirillina、N. Yu. Bashkirtseva

  DOI：10.1134/s1070363217100115

  日期：2017.10

  only by a single pathway, specifically, reducing the cation of the primary iminium salt on the C–Br bond. New iminium salts were synthesized and converted into the corresponding aldehydes and imines. The aldehydes synthesized were converted into acetals and five-membered heterocyclic compounds.

  与更强的О，О-二烷基磷酸二硫代酸不同，二苯基-和二乙基次膦酸二硫代酸与N-烷基-2-氯代亚胺以1：1的比例反应，遵循以下两种途径：通过膦硫代硫基硫基亲和取代伯盐中的氯和减少C–Cl键上的伯盐阳离子。在更强的二苯基膦二硫代酸的情况下以及在大量过量的起始氯亚胺的情况下，亲核取代的贡献更大。ñ-烷基-2-溴代亚胺仅通过单一途径发生反应，特别是还原C-Br键上的次亚胺盐的阳离子。合成了新的亚胺盐并将其转化为相应的醛和亚胺。合成的醛转化为缩醛和五元杂环化合物。
• Reaction of Thiocarboxylic Acids with N-tert-Butyl-2-halo-2-methylpropanimines
  作者：R. A. Khairullin、M. B. Gazizov、Yu. S. Kirillina、S. Yu. Ivanova、N. Yu. Bashkirtseva、R. F. Karimova

  DOI：10.1134/s0012500818060022

  日期：2018.6

  Reaction of N-tert-butyl-2-chloro-2-methylpropanimine with thiocarboxylic acids has proceeded by two routes, one involving nucleophilic substitution of the chlorine atom in the primary iminium salt by acylthio group, and another via reduction of its cation at the C–Cl bond. Thiocarboxylic acids have reacted with 2-bromoaldimines only via reduction of primary salt cation at the C–Br bond. Acylthio-substituted

  N-叔丁基-2-氯-2-甲基丙胺与硫代羧酸的反应通过两种途径进行，一种是通过酰基硫基对伯亚胺盐中的氯原子进行亲核取代，另一种是通过在C-Cl 键。硫代羧酸仅通过还原 C-Br 键处的伯盐阳离子与 2​​-溴醛亚胺反应。已经制备了酰硫基取代的亚胺盐、醛和它们的缩醛。
• Reaction of N-tert-butyl-2-haloaldimines with thiolcarboxylic acids
  作者：R. A. Khairullin、M. B. Gazizov、Yu. S. Kirillina、K. S. Gazizova、Kh. R. Khayarov

  DOI：10.1134/s1070363217110342

  日期：2017.11

  nucleophilic substitution of chlorine in the primary iminium salt by acylmercapto group and reduction of the C–Cl bond in the iminium cation. The reactions of thiolcarboxylic acids reaction with 2-bromoaldimine take exclusively the second pathway, specifically reduction of the C–Br bond in the cation of the primary iminium salt. Acylmercapro-substituted iminium salts and aldehydes and their acetals are synthesized

  的反应ñ -叔在初级亚胺盐由酰硫基团和减少在亚铵阳离子的C-Cl键的氯的亲核取代：沿两个途径发生与硫代酸丁基-2- chloroaldimine。巯基羧酸与2-溴代亚胺的反应仅采用第二种途径，特别是伯亚胺盐阳离子中C-Br键的还原。合成了乙酰巯基丙啶取代的亚胺盐和醛及其缩醛。