1-(4-pentynoyl)imidazole | 37794-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-pentynoyl)imidazole
• 英文别名: N-(Pent-4-ynoyl)imidazole；1-pent-4-ynoyl-1H-imidazole；propargylacetylimidazole；1-(1H-Imidazol-1-yl)pent-4-yn-1-one；1-imidazol-1-ylpent-4-yn-1-one
• CAS: 37794-60-8
• 化学式: C₈H₈N₂O
• 分子量: 148.164
• InChiKey: UZIJPYCEXBOOPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-pentynoyl)imidazole 在 trans-bis(triphenylphosphine)palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 2-(5-Oxo-5-pyrrolidin-1-ylpent-1-ynyl)benzoic acid methyl ester
  参考文献：
  名称：

  A Tandem Cyclization-Onium Ylide Rearrangement-Cycloaddition Sequence for the Synthesis of Benzo-Substituted Cyclopentenones

  摘要：

  A new annulation sequence leading to benzo-substituted cyclopentenones is effected by treating o-alkynyl-substituted alpha-diazoacetophenones containing tethered heteroatoms with Rh(II) carboxylates. The reaction involves addition of the initially formed keto carbenoid onto the acetylenic pi-bond to give a rearranged vinyl carbenoid. Sulfonium ylide formation occurred both intra- and intermolecularly when the reaction was carried out in the presence of a sulfide. In the case where an ether oxygen was present on the backbone of the vinyl carbenoid, the resulting oxonium ylide underwent a [1,2]- or [2,3]-shift to give the rearranged product. These cyclic metallocarbenoids were also found to interact with a neighboring carbonyl or oximino pi-bond to produce carbonyl or azomethine ylides. The 1,3-dipoles generated in this manner were trapped with dimethyl acetylenedicarboxylate. The domino transformation was also performed intramolecularly by attaching a trapping agent directly to the carbonyl group. Incorporation of an amido carbonyl on the alkyne side chain was found to dramatically alter the course of the tandem annulation reaction. A novel rearranged cycloadduct was formed in high yield whose structure was elucidated by X-ray crystallography. The mechanism for its formation involves the opening of a transient intermediate oxabicyclo[2.2.1]heptane followed by a Wagner-Meerwein rearrangement.

  DOI：

  10.1021/jo00106a014
• 作为产物：
  描述：

  咪唑 、 4-pentynoic chloride 以 四氢呋喃 为溶剂， 反应 0.5h， 以98%的产率得到1-(4-pentynoyl)imidazole
  参考文献：
  名称：

  Improved synthesis of the perhydroindenone precursor of dendrobine

  摘要：

  DOI：

  10.1021/jo01310a006

文献信息

• Perkin communications. Imidazole derivatives. Part 4. A novel and direct synthesis of 7H-pyrrolo-[1,2-a]imidazoles
  作者：Hans-Joachim Knölker、Roland Boese

  DOI：10.1039/p19900001821

  日期：——

  Functionalized 7H-pyrrolo[1,2-a]imidazoles (2) are obtained directly by a novel double transacylation reaction of 1-acylimidazoles (1) with dimethyl acetylenedicarboxylate (DMAD); the structure of one of the products (2b) has been determined by X-ray crystallography.

  功能化的7 H-吡咯并[1,2- a ]咪唑（2）是通过1-酰基咪唑（1）与乙炔二甲酸二甲酯（DMAD）的新型双酰基转移反应直接获得的；产物（2b）之一的结构已经通过X射线晶体学确定。
• NON-AQUEOUS ELECTROLYTE SOLUTION ADDITIVE, NON-AQUEOUS ELECTROLYTE SOLUTION FOR LITHIUM SECONDARY BATTERY AND LITHIUM SECONDARY BATTERY, COMPRISING NON-AQUEOUS ELECTROLYTE SOLUTION ADDITIVE
  申请人：LG Chem, Ltd.

  公开号：EP3518334A1

  公开（公告）日：2019-07-31

  The present invention relates to a non-aqueous electrolyte solution additive, and a non-aqueous electrolyte solution for a lithium-ion battery and a lithium-ion battery which include the same, and particularly, to a non-aqueous electrolyte solution, which may remove an acid generated by the decomposition of a lithium salt while being able to suppress the dissolution of metal impurities causing failure in the battery by using and including a Lewis base compound containing a propargyl group as a non-aqueous electrolyte solution additive for a lithium-ion battery, and a lithium secondary battery in which transition metal dissolution in a positive electrode and a low-voltage phenomenon are improved.

  本发明涉及一种非水电解质溶液添加剂、一种用于锂离子电池的非水电解质溶液和一种包含该添加剂的锂离子电池，特别是涉及一种非水电解质溶液、通过使用和包括含有丙炔基团的路易斯碱化合物作为锂离子电池的非水电解质溶液添加剂，可去除锂盐分解产生的酸，同时能够抑制导致电池失效的金属杂质的溶解，以及改善正极中过渡金属溶解和低电压现象的锂二次电池。
• Boese, Roland; Knoelker, Hans-Joachim; Vollhardt, K. Peter C., Angewandte Chemie, 1987, vol. 99, # 10, p. 1067 - 1068
  作者：Boese, Roland、Knoelker, Hans-Joachim、Vollhardt, K. Peter C.

  DOI：——

  日期：——
• Knoelker, Hans-Joachim; Boese, Roland; Doering, Detlev, Chemische Berichte, 1992, vol. 125, # 8, p. 1939 - 1952
  作者：Knoelker, Hans-Joachim、Boese, Roland、Doering, Detlev、El-Ahl, Abdel-Aziz、Hitzemann, Rainer、Jones, Peter G.

  DOI：——

  日期：——
• KNOLKER, HANS-JOACHIM;BOESE, ROLAND, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N, C. 1821-1822
  作者：KNOLKER, HANS-JOACHIM、BOESE, ROLAND

  DOI：——

  日期：——