3-ethyl-2-propyl-1,2-dihydroquinoline | 38085-02-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-ethyl-2-propyl-1,2-dihydroquinoline
• 英文别名: 1,2-Dihydro-2-n-propyl-3-ethylchinolin
• CAS: 38085-02-8
• 化学式: C₁₄H₁₉N
• 分子量: 201.312
• InChiKey: NNZGSGBQOSZYMD-UHFFFAOYSA-N

物化性质

• 沸点：
  316.4±22.0 °C(Predicted)
• 密度：
  0.935±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Bis-butyliden-anilin 在 terbium(III) chloride hexahydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-ethyl-2-propyl-1,2-dihydroquinoline 、 3-乙基-2-丙基-喹啉 、 4-Anilino-3-ethyl-2-propyl-1,2,3,4-tetrahydrochinolin
  参考文献：
  名称：

  LnCl 3·6H 2 O催化苯胺与丁醛化学发光缩合的机理

  摘要：

  报道了LnCl 3 ·6H 2 O（Ln = Tb，Ho）催化苯胺与丁醛化学发光缩合为3-乙基-2-丙基喹啉的机理。通过使用化学发光和光致发光方法模拟反应的各个步骤以及这些步骤的热量进行量子化学计算，已开发出苯胺与丁醛催化缩合的可能方案。

  DOI：

  10.1134/s0023158410040129

文献信息

• Fe(CrO2)2-catalyzed, photoactivated oxidative one-pot tandem synthesis of substituted quinolines from primary alcohols and arylamines
  作者：Aynur R. Makhmutov、Akhat G. Mustafin、Salavat M. Usmanov

  DOI：10.1007/s10593-018-2275-1

  日期：2018.3

  A one-pot tandem synthesis of substituted quinolines involving selective catalytic oxidation of primary alcohols to the corresponding aldehydes and their subsequent condensation with arylamines has been developed. Fe(CrO2)2 has been used as a catalyst, and oxidation has been performed with aqueous H2O2. To accelerate the catalytic oxidation of alcohols, photoactivation method has been applied.

  已开发出一锅串联的取代喹啉，涉及伯醇选择性催化氧化为相应的醛，然后与芳胺缩合。Fe（CrO 2）2已经用作催化剂，并且已经用H 2 O 2水溶液进行了氧化。为了加速醇的催化氧化，已经应用了光活化方法。
• One-Pot Oxidative Synthesis of Substituted Quinolines from Alcohols and Arylamines Catalyzed by Fe(CrO2)2 in Water Medium
  作者：A. R. Makhmutov

  DOI：10.1134/s1070428018080080

  日期：2018.8

  One-pot tandem synthesis was developed for substituted quinolines (in up to 97% yields) involving a selective catalytic oxidation of primary amines to aldehydes and their condensation with arylamines under the action of a dispersion of Fe(CrO2)2 and water solution of H2O2 at room temperature. The stage of catalytic oxidation of alcohols was accelerated by photoactivation. A presumable mechanism of

  开发了一锅串联合成的取代喹啉（产率高达97％），涉及在Fe（CrO 2）2和水的水溶液的分散作用下，伯胺选择性催化氧化为醛，并与芳胺缩合。室温下为H 2 O 2。通过光活化加速了醇的催化氧化阶段。提出了一种光活化串联合成2-甲基喹啉的推测机理。通过光化学合成制备催化剂Fe（CrO 2）2。
• Single-Pot Synthesis of Alkyl-Substituted Quinolines and Indoles via Photoinduced Oxidation of Primary Alcohols
  作者：A. R. Makhmutov

  DOI：10.1134/s1070363218050080

  日期：2018.5

  Single-pot synthesis of alkyl-substituted quinolines and indoles has been performed via photoinduced oxidation of primary aliphatic alcohols (C2–C5) and condensation of the aldehydes (products of the alcohols oxidation) with aniline under the action of iron-containing catalysts and inorganic oxidants. The synthesis was the most efficient in the presence of FeCl3·6H2O as catalyst and 10% aqueous solution

  烷基取代的喹啉和吲哚的单锅合成是通过在含铁催化剂的作用下光诱导氧化脂族伯醇（C 2 -C 5）和醛（苯酚氧化的产物）与苯胺的缩合反应进行的。和无机氧化剂。在汞灯照射下，在FeCl 3 ·6H 2 O作为催化剂和10％NaOCl水溶液作为氧化剂的存在下，合成是最有效的。已经提出了通过光诱导氧化伯脂族醇的合成机理。
• Air-activatable polymerisable compositions containing onium salts
  申请人：LOCTITE (IRELAND) LIMITED

  公开号：EP0611813A1

  公开（公告）日：1994-08-24

  A one-component air-activatable polymerisable adhesive composition comprising: (a) a free-radically polymerisable monomer, and an activator system for effective polymerisation of the free-radically polymerisable monomer, said activator system comprising: (b) an autoxidisable compound which is a dihydropyridine (other than a stabilised 1,4-dihydropyridine) (c) an onium salt selected from diazonium, iodonium and sulfonium salts which do not interfere with polymerisation, and (d) a soluble ionic salt, with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air. Exemplary onium salts are diaryl iodonium, triarylsulfonium and aryl diazonium salts.

  一种单组分空气活化可聚合粘合剂组合物，包括 (a) 自由基可聚合单体，以及 用于有效聚合自由基可聚合单体的活化剂系统，所述活化剂系统包括 (b) 二氢吡啶（稳定的 1，4-二氢吡啶除外）自氧化化合物 (c) 一种鎓盐，选自不干扰聚合的重氮盐、碘盐和锍盐，以及 (d) 可溶性离子盐、 但该组合物不含有过氧化物，或在无空气时产生过氧化物的过氧化物前体，或在无 空气时成为自由基重要来源的任何成分。 典型的鎓盐有二芳基碘盐、三芳基锍盐和芳基重氮盐。
• Air-activable polymerizable compositions containing tetrazoles
  申请人：LOCTITE (IRELAND) LIMITED

  公开号：EP0718386A1

  公开（公告）日：1996-06-26

  A one-component air-activatable polymerisable adhesive composition comprising: (a) a free-radically polymerisable monomer, and an activator system for effective polymerisation of the free-radically polymerisable monomer, said activator system comprising: (b) an autoxidisable compound which is a dihydropyridine (other than a stabilised 1,4-dihydropyridine) (c) a tetrazole having the formula III wherein R8 is selected from hydrogen and hydrocarbyl groups, and (d) a soluble ionic salt, with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air, the composition having been prepared under anaerobic conditions and stored under anaerobic conditions.

  一种单组分空气活化可聚合粘合剂组合物，包括 (a) 自由基可聚合单体，以及 用于自由基可聚合单体有效聚合的活化剂系统，所述活化剂系统包括 (b) 二氢吡啶（稳定的 1,4-二氢吡啶除外）自氧化化合物 (c) 具有式 III 的四唑 其中 R8 选自氢和烃基，以及 (d) 可溶性离子盐、 但该组合物不含过氧化物，或在无空气时产生过氧化物的过氧化物前体，或在无 空气时成为自由基重要来源的任何成分、 组合物在厌氧条件下制备，并在厌氧条件下储存。