2-benzyl-4,5-dimethyl-1H-imidazole | 161680-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-benzyl-4,5-dimethyl-1H-imidazole
• CAS: 161680-46-2
• 化学式: C₁₂H₁₄N₂
• 分子量: 186.257
• InChiKey: HZCUTIRDDAYWBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-benzyl-4,5-dimethyl-1H-imidazole 、 碘甲烷 在 碳酸氢钠 作用下， 生成 2-benzyl-1,3,4,5-tetramethylimidazolium iodide
  参考文献：
  名称：

  Preparation of 2‐Alkylidene‐Substituted 1,3,4,5‐Tetramethylimidazolines and Their Reactivity Towards Rh ^I Complexes and B(C ₆ F ₅ ) ₃

  摘要：

  AbstractIn addition to the known 1,3,4,5‐tetramethyl‐2‐methyleneimidazoline (1a), which exhibits a highly polarized exocyclic C–C bond, a series of novel 2‐alkylidene‐substituted 1,3,4,5‐tetramethylimidazolines 1b–e were synthesized and characterized. The molecular structures of 1b, 1d, and 1e were determined by X‐ray diffraction analysis and revealed an increase in the polarization of the exocyclic C–C bond with increasing steric demand of the 2‐substituent. On the basis of their ylidic nature, 1a–e show enhanced basicity and reactivity towards Lewis acidic centers. Treatment of 1a and 1b with [{RhCl(cod)}2] or B(C6F5)3 afforded complexes of the type [(L)RhCl(cod)] (4a,b), [(L)RhCl(CO)2] (7a,b) (L = 1a,b) or classical Lewis acid/base adducts [(1a)B(C6F5)3] (8a) and [(1b)B(C6F5)3] (8b). In contrast, complexes [(L)RhCl(cod)] with 1c and 1d as ligands are not stable, and imidazolium dichlororhodate salts 6a and 6b were isolated instead. Rhodium–alkyl complexes 5a and 5b are assumed to be intermediates in this decomposition process, and 5a was characterized by X‐ray diffraction analysis. Furthermore, treatment of 1c and 1d with B(C6F5)3 did not afford classical Lewis adducts, and instead imidazolium hydridoborate salts 9a and 9b are formed by hydride abstraction. Surprisingly, we found that 1e does not react with [{RhCl(cod)}2] and forms an abnormal Lewis adduct 10 when treated with B(C6F5)3.

  DOI：

  10.1002/ejic.201201516

文献信息

• PROCESS FOR THE SYNTHESIS OF IMIDAZOLES
  申请人：ALLERGAN, INC.

  公开号：EP1682517A1

  公开（公告）日：2006-07-26
• JP2007512250A
  申请人：——

  公开号：JP2007512250A

  公开（公告）日：2007-05-17
• NON-CONDUCTIVE FILM SHEET AND SEMICONDUCTOR PACKAGE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20220189902A1

  公开（公告）日：2022-06-16

  Provided is a semiconductor package including: at least one semiconductor device on a first substrate; a non-conductive film (NCF) on the at least one semiconductor device and comprising an irreversible thermochromic pigment; and a molding member on the at least one semiconductor device in a lateral direction, wherein a content of the irreversible thermochromic pigment in the NCF is about 0.1 wt % to about 5 wt % with respect to a weight of the NCF.
• [EN] PROCESS FOR THE SYNTHESIS OF IMIDAZOLES<br/>[FR] PROCEDE DE SYNTHESE D'IMIDAZOLES
  申请人：ALLERGAN INC

  公开号：WO2005047267A1

  公开（公告）日：2005-05-26

  The present invention provides a process for the preparation of imidazoles by reacting a cyano compound with a silylalkylisocyanide compound. Such imidazoles are useful pharmacologically-active compounds and/or intermediates for the preparation of pharmacologically-active compounds.