N-(2-bromoethyl)benzylammonium bromide | 33538-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-bromoethyl)benzylammonium bromide
• 英文别名: benzylbromoethylammonium bromide；benzyl-(2-bromo-ethyl)-amine; hydrobromide；Benzyl-(2-brom-aethyl)-amin; Hydrobromid；N-benzyl-2-bromoethan-1-amine hydrobromide；N-benzyl-2-bromoethanamine;hydrobromide
• CAS: 33538-02-2
• 化学式: BrH*C₉H₁₂BrN
• 分子量: 295.017
• InChiKey: YOBSQMKQTNBALF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(2-bromoethyl)benzylammonium bromide 在 四氢吡咯 、 盐酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醚 、 水 为溶剂， 反应 25.0h， 生成 4-<2-<<(allyloxy)carbonyl>benzylamino>ethyl>-4-<3,4-(methylenedioxy)phenyl>-2-cyclohexanone
  参考文献：
  名称：

  Total syntheses of (.+-.)-crinine and (.+-.)-buphanisine

  摘要：

  DOI：

  10.1021/jo00249a011
• 作为产物：
  描述：

  苄胺 在 氢溴酸 作用下， 生成 N-(2-bromoethyl)benzylammonium bromide
  参考文献：
  名称：

  Gabriel; Stelzner, Chemische Berichte, 1896, vol. 29, p. 2382

  摘要：

  DOI：

文献信息

• Preparation d'acides aminoalkyl phosphoniques a l'aide d'ω-halogenoalkyl amines phosphorylees
  作者：D. Brigot、N. Collignon、Ph. Savignac

  DOI：10.1016/0040-4020(79)85028-0

  日期：1979.1

  Aminoalkylphosphonic acids are prepared via amino group protection by nitrogen-phosphorus (P-N) bond formation. Phosphorylation of β or γ-bromoalkylamines with chlorophosphates followed by reaction of the resulting haloalkylphosphoramidates with triethylphosphite (Arbuzov reaction) to give a phosphoramidate-phos-phonate intermediate which can be alkylated with various reagents. Removal of the phosphoryl

  氨基烷基膦酸是通过氮-磷（PN）键形成的氨基保护基来制备的。β或γ-溴代烷基胺用氯磷酸盐进行磷酸化，然后使所得卤代烷基膦酰胺化物与亚磷酸三乙酯反应（Arbuzov反应），得到可以用各种试剂烷基化的氨基磷酸酯-膦酸酯中间体。可以通过用氯化氢水溶液处理来除去磷酰基残基。描述了对氨基膦酸的分离的改进。
• Facile Multicomponent Synthesis of Oxazolidinones from Primary Amines and Cesium (Hydrogen)Carbonate
  作者：Lorenz Fehr、Leonard Sewald、Robert Huber、Markus Kaiser

  DOI：10.1002/ejoc.202300135

  日期：2023.7.17

  A facile multicomponent, catalyst-free oxazolidinone synthesis from primary aliphatic or aromatic amines and dibromoethane is described. It relies on the usage of cesium carbonate or cesium hydrogencarbonate as the simultaneous base and C1 source, furnishing a broad scope with high yields, including the synthesis of an oxazolidinone-modified dipeptidyl peptidase 8 inhibitor.

  描述了一种由脂肪族或芳香族伯胺和二溴乙烷轻松合成多组分、无催化剂的恶唑烷酮。它依赖于使用碳酸铯或碳酸氢铯作为同时碱和 C1 源，提供了广泛的范围和高产率，包括合成恶唑烷酮修饰的二肽基肽酶 8 抑制剂。
• Oxidation ofN-Benzyl Aziridine by Molecular Iodine: Competition of Electron Transfer and Heterolytic Pathways
  作者：Miron Cãproiu、Cristina Florea、Carlo Galli、Aurica Petride、Horia Petride

  DOI：10.1002/(sici)1099-0690(200003)2000:6<1037::aid-ejoc1037>3.0.co;2-c

  日期：2000.3

  Excess N-benzyl aziridine (1) reacts with Ia to afford dimer 2, tetramer 3, benzaldehyde (4), and iodoamine 5. The reaction is interpreted as occurring by both electron transfer (ET) and heterolytic mechanisms. An ET mechanism is substantiated for the oxidation by I, of dimer 2 and tetramer 3, both being substrates easier to oxidise by electron abstraction than 1. Several auxiliary reactions were performed on 1 in order to firmly establish the boundaries to the competition between the ET and heterolytic mechanisms. For the reaction of 1 with 5 a reaction scheme is proposed; in a particular case, a pseudo-first order kinetic law is followed.
• Development of a Chiral Bis(guanidino)iminophosphorane as an Uncharged Organosuperbase for the Enantioselective Amination of Ketones
  作者：Tadahiro Takeda、Masahiro Terada

  DOI：10.1021/ja408296h

  日期：2013.10.16

  Chiral bis(guanidino)iminophosphoranes were designed and synthesized as chiral uncharged organosuperbase catalysts that facilitate activation of lessacidic pro-nucleophiles. The newly developed bis(guanidino)iminophosphoranes, which possess the highest basicity among chiral organocatalysts reported to date, were proven to be a superb class of chiral organosuperbases by reaction of azodicarboxylates with 2-alkyltetralones and their analogues as the less acidic pro-nucleophiles.
• Gabriel, Chemische Berichte, 1905, vol. 38, p. 2394
  作者：Gabriel

  DOI：——

  日期：——