2-trifluoromethylperimidine | 70357-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类 - 二氮杂萘
• 英文名称: 2-trifluoromethylperimidine
• 英文别名: 2-(trifluoromethyl)-1H-perimidine
• CAS: 70357-44-7
• 化学式: C₁₂H₇F₃N₂
• 分子量: 236.196
• InChiKey: HVARHVMCZYYPQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-trifluoromethylperimidine 在 硫酸 作用下， 以91%的产率得到2-trifluoromethylperimidine-6(7)-sulfonic acid
  参考文献：
  名称：

  Heterocyclic analogs of pleiadiene. 50. Sulfonation of perimidines, perimidones, and 2,3-dihydroperimidines

  摘要：

  DOI：

  10.1007/bf00561357
• 作为产物：
  描述：

  1-amino-8-trifluoroacetylaminonaphthalene 以 水 、 二甲基亚砜 为溶剂， 生成 2-trifluoromethylperimidine
  参考文献：
  名称：

  Mechanism of an intramolecular addition–elimination between amino and amide groups; a biphasic Brønsted plot for acid catalysis as evidence for rate-limiting proton transfer to the addition intermediate

  摘要：

  1-氨基-8-三氟乙酰氨基萘形成2-三氟甲基嘧啶的过程包括：氨基分子内亲核加成到酰胺羰基上，然后脱去形成环状亚胺；对于pKHA值低于或高于pKHA 8.5的临界点的酸（HA）催化，其双相布隆斯泰德图分别具有斜率αca.O和1.0，这与两性离子加成中间体的速率限制质子化以及与水反应的质子切换机制相一致。

  DOI：

  10.1039/c39920001110

文献信息

• WHITE LIGHT EMITTING MATERIAL AND METHOD OF PREPARATION AND USES THEREOF
  申请人：Instituto Potosino de Investigación Científica y Tecnológica A.C.

  公开号：US20160376500A1

  公开（公告）日：2016-12-29

  The instant invention is related with new perimidine derivatives synthesized via direct condensation between naphthalene-1,8-diamine and itaconic or citraconic anhydrides at low temperature. The targeting itaco-perinone (IP) molecule formed via double low temperature cyclization has fluorescence properties emitting white light intensively. Besides, 9-methylene-8H-pyrrolo[1,2-a]perimidin-10(9H)-one is copolymerizable with several kind of organic monomer compounds via free radical mechanism maintaining the ability to emit white light even within the polymer film.

  本发明涉及通过萘-1,8-二胺和顺丁烯二酸酐或顺柠檬酸酐在低温下直接缩合合成的新的苯并嘧啶衍生物。通过双低温环化形成的目标分子ita-co-perinone（IP）具有发光性质，能够强烈发出白光。此外，9-亚甲基-8H-吡咯[1,2-a]苯并嘧啶-10（9H）-酮可与多种有机单体化合物通过自由基机制共聚，即使在聚合物膜中仍保持发出白光的能力。
• Mechanism of an intramolecular addition–elimination between amino and amide groups; a biphasic Brønsted plot for acid catalysis as evidence for rate-limiting proton transfer to the addition intermediate
  作者：Andrew S. Baynham、Frank Hibbert、Muhammad Aslam Malana

  DOI：10.1039/c39920001110

  日期：——

  Formation of 2-trifluoromethylperimidine from 1-amino-8-trifluoroacetylaminonaphthalene involves intramolecular nucleophilic addition of the amino group to the amide carbonyl followed by elimination to form the cyclic imine; a biphasic Brønsted plot with slopes αca.O and 1.0 respectively for catalysis by acids (HA) with pKHA values below and above a break point at pKHA 8.5 is compatible with rate-limiting protonation of the zwitterionic addition intermediate by general acids and with a proton switch mechanism for reaction with water.

  1-氨基-8-三氟乙酰氨基萘形成2-三氟甲基嘧啶的过程包括：氨基分子内亲核加成到酰胺羰基上，然后脱去形成环状亚胺；对于pKHA值低于或高于pKHA 8.5的临界点的酸（HA）催化，其双相布隆斯泰德图分别具有斜率αca.O和1.0，这与两性离子加成中间体的速率限制质子化以及与水反应的质子切换机制相一致。
• White light emitting material and method of preparation and uses thereof
  申请人：Instituto Potosino de Investigación Cientifica y Tecnológica A.C.

  公开号：US10280366B2

  公开（公告）日：2019-05-07

  The instant invention is related with new perimidine derivatives synthesized via direct condensation between naphthalene-1,8-diamine and itaconic or citraconic anhydrides at low temperature. The targeting itaco-perinone (IP) molecule formed via double low temperature cyclization has fluorescence properties emitting white light intensively. Besides, 9-methylene-8H-pyrrolo[1,2-a]perimidin-10(9H)-one is copolymerizable with several kind of organic monomer compounds via free radical mechanism maintaining the ability to emit white light even within the polymer film.

  本发明涉及通过萘-1,8-二胺与衣康酸酐或柠康酸酐在低温下直接缩合合成的新型哌啶衍生物。通过双低温环化形成的目标伊塔可-哌啶酮（IP）分子具有强烈发射白光的荧光特性。此外，9-亚甲基-8H-吡咯并[1,2-a]过嘧啶-10(9H)-酮可通过自由基机制与多种有机单体化合物共聚，即使在聚合物薄膜内也能保持发射白光的能力。
• ——
  作者：I. V. Borovlev、A. F. Pozharskii、E. A. Filatova

  DOI：10.1023/a:1021257332066

  日期：——
• Hibbert, Frank; Malana, Muhammad Aslam, Journal of the Chemical Society. Perkin transactions II, 1992, # 2, p. 755 - 759
  作者：Hibbert, Frank、Malana, Muhammad Aslam

  DOI：——

  日期：——