1-butyl-2,3,4,5,7,8,9,10-octahydropyrido[1,2-a][1,3]diazepin-1-ium bromide | 108141-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: 1-butyl-2,3,4,5,7,8,9,10-octahydropyrido[1,2-a][1,3]diazepin-1-ium bromide
• 英文别名: 8‐butyl‐1,8‐diazabicyclo[5.4.0]undec‐7‐enium bromide；[BDBU]Br；1-Butyl-2,3,4,6,7,8,9,10-octahydro-1H-pyrimido[1,2-a]azepin-5-ium bromide；1-butyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepin-5-ium;bromide
• CAS: 108141-00-0
• 化学式: Br*C₁₃H₂₅N₂
• 分子量: 289.259
• InChiKey: DGHFXINGSRSRQZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  6.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-butyl-2,3,4,5,7,8,9,10-octahydropyrido[1,2-a][1,3]diazepin-1-ium bromide 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以88.45%的产率得到8‐butyl‐1,8‐diazabicyclo[5.4.0]undec‐7‐enium hydroxide
  参考文献：
  名称：

  1，1，8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）基自分离催化体系的醇酯12合成

  摘要：

  醇酯12的合成是有价值的工业过程之一，但是由于差的分离性能和催化体系的再循环能力而受到阻碍。本文中，通过引入1-溴丁烷或1-溴辛烷的烷基链成功合成了四种新型的基于DBU的[BDBU] IM，[BDBU] OH，[ODBU] IM，[[ODBU] OH]碱性离子液体到1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU），然后，采用咪唑（IM - ）或氢氧化物（OH -）作为抗衡离子。将以上获得的四种离子液体首次用于在异丁醛（IBD）/水性介质中合成醇酯12。有趣的是，反应后，醇酯12的生产可以自动与离子液体/水（ILs / W）催化系统自分离。此外，自分离的IL / W可以循环使用并至少用于下一次催化反应5次，而不会明显降低催化性能。在这项工作中，系统地表征了DBIL的结构，纯度，热稳定性和碱度。[BDBU] IM显示出高碱度，因此提高了66.17％的收率。来自热重分析仪（TGA）的[BDBU]

  DOI：

  10.1002/aoc.5145
• 作为产物：
  描述：

  正溴丁烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1-butyl-2,3,4,5,7,8,9,10-octahydropyrido[1,2-a][1,3]diazepin-1-ium bromide
  参考文献：
  名称：

  Organocatalytic synthesis of bio-based cyclic carbonates from CO₂ and vegetable oils

  摘要：

  从原位FTIR动力学研究推导出的最佳条件，利用双组分有机催化剂将环氧化亚麻籽油定量转化为碳酸亚麻籽油。

  DOI：

  10.1039/c5ra10190e

文献信息

• Very efficient conversion of glucose to 5-hydroxymethylfurfural in DBU-based ionic liquids with benzenesulfonate anion
  作者：Lingqiao Wu、Jinliang Song、Binbin Zhang、Baowen Zhou、Huacong Zhou、Honglei Fan、Yingying Yang、Buxing Han

  DOI：10.1039/c4gc00311j

  日期：——

  the ILs were excellent solvents for the dehydration of glucose to form HMF using CrCl3 as the catalyst. The effects of various factors, such as kind of catalysts, catalyst amount, reaction time and reaction temperature, on the yields of HMF were studied systematically in the Et-DBUBS/CrCl3 catalytic system. The yield of HMF from glucose could reach 83.4% under the optimized reaction conditions, and

  将葡萄糖有效地转化为5-羟甲基糠醛（HMF）是一种重要的燃料和化学品平台分子，在绿色化学中是一个有前途的话题。在这项工作中，合成了几种新的基于DBU的（DBU = 1,8-二氮杂双环[5.4.0]十一碳-7-烯）离子液体（ILs）和苯磺酸根（BS）阴离子，并将其用作脱水的溶剂葡萄糖转化为HMF。发现所有的IL都是使用CrCl 3作为催化剂将葡萄糖脱水形成HMF的优良溶剂。在Et-DBUBS / CrCl 3体系中系统研究了催化剂种类，催化剂用量，反应时间和反应温度等因素对HMF收率的影响。催化系统。在最佳反应条件下，葡萄糖中HMF的收率可达83.4％，并在对照实验的基础上研究了高收率的原因。Et-DBUBS / CrCl 3系统可以重复使用至少五次，而不会显着降低效率。进一步的研究表明，该催化体系对于将果糖，菊粉和纤维二糖转化为HMF也是非常有效的。
• Preparation and Application of CO₂-Triggered Switchable Solvents in Separation of Toluene/<i>n</i>-Heptane
  作者：Zidong Zhang、Yuming Tu、Hui Yu、Weidong Liu、Zhiyong Zhou、Zhongqi Ren

  DOI：10.1021/acs.langmuir.9b02890

  日期：2020.1.21

  various parameters on hydrocarbon separation. The extraction process was found to rapidly reach equilibrium when a two-phase system was generated by bubbling CO2 through the extraction mixture. Increasing the proportion of the solvent increased the selectivity for toluene, while a 1:1 ratio between the solvent and the toluene/n-heptane mixture enhanced the extraction. Increasing the initial toluene concentration

  萃取是分离芳烃和烷烃的常用方法，但是溶剂回收仍然是一个问题。在各种触发条件下，极性，疏水性/亲水性平衡和其他可切换溶剂的属性可以可逆地更改，并且利用此属性可以大大简化溶剂回收的过程。在这项工作中，季铵化和阴离子交换用于通过将OH-离子引入the化合物1,8-二氮杂双环[5.4.0] undec-7-ene（DBU）的衍生物中来制备几种可转换的溶剂。所得化合物响应于暴露于CO 2表现出可逆的转换。以甲苯/正庚烷为模型烃混合物，建立了可逆相变萃取工艺。在准备的四种可切换溶剂中，[C2DBU] OH表现出最高的选择性值，因此被用于研究各种参数对烃分离的影响。当通过将二氧化碳鼓泡通过萃取混合物生成两相系统时，萃取过程迅速达到平衡。增加溶剂的比例可提高对甲苯的选择性，而溶剂与甲苯/正庚烷混合物之间的比例为1：1则可提高萃取率。初始甲苯浓度的增加降低了甲苯的选择性，甲苯浓度为20％时的选择性值为5.97。当在60°C加热1
• Thermoresponsive magnetic ionic liquids: synthesis and temperature switchable magnetic separation
  作者：Qipeng Zhao、Tun Seng Herng、Chun Xian Guo、Dieling Zhao、Jun Ding、Xianmao Lu

  DOI：10.1039/c6ra01235c

  日期：——

  Thermoresponsive magnetic ionic liquids (MILs) with lower critical solution temperature (LCST) below 60 °C are synthesized.

  合成了具有低于60°C临界溶液温度（LCST）的热响应性磁性离子液体（MILs）。
• Mechanistic Investigation of DBU-Based Ionic Liquids for Aza-Michael Reaction: Mass Spectrometry and DFT Studies of Catalyst Role
  作者：Augusto Cândido、Thiago Rozada、Andrew Rozada、João Souza、Eduardo Pilau、Fernanda Rosa、Ernani Basso、Gisele Gauze

  DOI：10.21577/0103-5053.20200066

  日期：——

  1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-based ionic liquids (ILs) has exhibited a high catalytic activity in the aza-Michael reactions compared to conventional catalysts and with imidazole-based ILs. In the present work DBU-based ILs showed high catalytic potential for aza-Michael addition of aromatic amines to 2-cyclohexen-1-one under solvent-free condition. Electrospray ionization-mass spectrometry (ESI-MS) and density functional theory studies have been carried out to provide an effective activation mode of DBU-based ILs in aza-Michael addition. Our results show that both the presence of the acid hydrogen in the IL and the ability of the anion to carry out a hydrogen bond with the -NH2 group of the arylamine are fundamental for the reaction catalysis. The catalytic model proposed can be used for the rational development of new ILs with excellent catalytic properties.
• Synthesis, Characterization, and Thermophysical Properties of 1,8-Diazobicyclo[5.4.0]undec-7-ene Based Thiocyanate Ionic Liquids
  作者：Kallidanthiyil Chellappan Lethesh、Syed Nasir Shah、M. I. Abdul Mutalib

  DOI：10.1021/je400991s

  日期：2014.6.12

  In this work, synthesis of 12 ionic liquids based on 1,8-diazobicyclo[5.4.0] undec-7-ene (DBU) cation with anions such as chloride, bromide, and thiocyanate were performed. The new ionic liquids were characterized using nuclear magnetic resonance spectroscopy and elemental analysis. The effect of alkyl spacer length on the physicochemical properties of DBU based ionic liquids was studied by attaching ethyl, butyl, hexyl, octyl, decyl, and tetradecyl groups to the DBU cation. The effects of temperature on the density and viscosity over a temperature range from 293.15 K to 373.15 K were recorded at atmospheric pressure. From the experimental density values, the thermal expansion coefficient values were calculated. The surface tension of the neat ionic liquids was measured at seven different temperatures (293.15 K, 303.15 K, 313.15 K, 323.15 K, 333.15 K, 343.15 K, and 353.15 K). The surface entropy and surface enthalpy were calculated from the experimental surface tension value at 303.15 K. The thermal behavior of these ionic liquids was studied using thermogravimetric analysis and differential scanning calorimetry.