1,3-diisopropyl-3,4,5,6-tetrahydropyrimidin-1-ium bromide | 690662-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-diisopropyl-3,4,5,6-tetrahydropyrimidin-1-ium bromide
• 英文别名: 1,3-di(2-propyl)-3,4,5,6-tetrahydropyrimidinium bromide；1,3-di(propan-2-yl)-5,6-dihydro-4H-pyrimidin-1-ium;bromide
• CAS: 690662-93-2
• 化学式: Br*C₁₀H₂₁N₂
• 分子量: 249.194
• InChiKey: VUSBKKSUMAUXIC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.45
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  6.25
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1,3-diisopropyl-3,4,5,6-tetrahydropyrimidin-1-ium bromide 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以11.7%的产率得到1,3-diisopropyltetrahydropyrimidine-2(1H)-thione
  参考文献：
  名称：

  三氟化硼对 N-杂芳烃进行无金属 CH 硼化。

  摘要：

  有机硼化合物是现代 C−C 偶联反应中必不可少的试剂。它们通过主族元素催化 C−H 硼基化的合成正在成为替代过渡金属催化的有力工具。在此，报道了从 BF 3和杂芳烃直接无金属合成芳基二氟硼烷。该反应由位阻胺和催化量的硫脲辅助。根据计算研究，该反应通过受挫路易斯对（FLP）机制进行。通过将获得的芳基二氟硼烷转化为相应的空气稳定的有机三氟硼酸四甲基铵，进一步稳定其免受破坏性的原脱硼化。

  DOI：

  10.1002/chem.202001436
• 作为产物：
  描述：

  1,3-diisopropyl-1,3-diazacyclohexane 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 以85%的产率得到1,3-diisopropyl-3,4,5,6-tetrahydropyrimidin-1-ium bromide
  参考文献：
  名称：

  1,3-二烷基和1,3-二芳基-3,4,5,6-四氢嘧啶-2-亚甲基铑（i）和钯（II）配合物：合成，结构和反应活性。

  摘要：

  描述了新型的1,3-二芳基和1,3-二烷基嘧啶-2-亚烷基的N-杂环卡宾（NHC）及其铑（i）和钯（II）配合物的合成。铑化合物溴（cod）[1,3-双（2-丙基）-3,4,5,6-四氢嘧啶-2-亚基]铑（7），溴（鳕鱼）（1,3-dimesityl-3 ，4,5,6-四氢嘧啶-2-亚基）铑（8）（cod = eta（4）-1,5-环辛二烯，均三= 2,4,6-三甲基苯基），氯（cod）（1,3 -dimesityl-3,4,5,6-四氢嘧啶-2-亚丙基）铑（9）和氯代（cod）[1,3-双（2-丙基）-3,4,5,6-四氢嘧啶-2 -[Yh（cod）Cl]（2）]与叔丁醇锂反应，然后加入1,3-二甲硅烷基-1,3,4,5,6-四氢嘧啶溴化铵（10）制备亚吡啶基铑（10） 3），1,3-二甲磺酰基-1,3,4,5,6-四氢嘧啶四氟硼酸酯（4），1,3-二-2-丙基-3,4,5,6-四氢嘧啶溴化铵（6），和分别为1

  DOI：

  10.1002/chem.200305437

文献信息

• Anionic Ring-Opening Homo- and Copolymerization of Lactams by Latent, Protected N-Heterocyclic Carbenes for the Preparation of PA 12 and PA 6/12
  作者：Stefan Naumann、Friedrich Georg Schmidt、Maria Speiser、Margit Böhl、Stefan Epple、Christian Bonten、Michael R. Buchmeiser

  DOI：10.1021/ma4018586

  日期：2013.11.12

  Laurolactam (LL) is polymerized in the bulk using strongly basic N-heterocyclic carbenes (NHCs) as initiators at temperatures of 180-200 degrees C to prepare the corresponding polyamide (PA 12). In-situ rheology of the polymerization progress reveals that an anionic mechanism is active, which is supported by the strong dependence of initiator activity on the basicity of the NHCs. GPC data and kinetic investigations show the process to be moderately controlled and fast, allowing high or quantitative yields in short polymerization times. Fifteen different NHC-CO2-adducts and NHC-metal complexes were used as thermally labile but room temperature stable NHC-precursors. Depending on the ring size and N-substituent, some of these protected NHCs allow forming a mixture of monomer and NHC-precursor that is suitable for long-term storage and readily polymerizable by simple heating. All polymerizations are executed without activator or other additives and thus represent a true one-component system for the production of PA 12. Finally, LL is copolymerized with epsilon-caprolactam (epsilon-CLA). It is found that a copolymer with a considerable gradient is formed, with epsilon-CLA being incorporated preferentially at the onset of the polymerization.
• Hydroformylation of 1-octene using rhodium-1,3-R2-3,4,5,6-tetrahydropyrimidin-2-ylidenes (R=2-Pr, mesityl)
  作者：Martin Bortenschlager、Monika Mayr、Oskar Nuyken、Michael R. Buchmeiser

  DOI：10.1016/j.molcata.2005.02.005

  日期：2005.5

  Four different Rh (1) complexes, i.e. [RhBr(1,3-di(2-propyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)(COD)] (1), [RhCl (1,3-di(2-propyl)3,4,5,6-tetrahydropyrimidin-2-ylidene) (COD)] (2), [RhBr(1,3-dimesityl-3,4,5,6-tetrahydropyrimidin-2-ylidene) (COD)] (3) and [RhCl(1,3dimesityl-3,4,5,6-tetrahydropyrimidin-2-ylidene)(COD)] (4), (COD = eta(4)-1,5-cyclooctadiene, mesityl = 2,4,6-trimethylphenyl), were used in the hydroformylation of 1-octene. All compounds were active in the hydroformylation, showing a time dependant n:iso ratio, indicative for olefin isomerization. This olefin isomerization was also monitored as a function of time. TOFs for hydroformylation obtained with 1 and 2 were around 500, those achieved with 3 and 4 around 1500 h(-1.) (c) 2005 Elsevier B.V. All rights reserved.