5-氰基甲基-7-吗啉代甲基-8-羟基喹啉 | 1049681-94-8

• 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
• 中文名称: 5-氰基甲基-7-吗啉代甲基-8-羟基喹啉
• 英文名称: 2-(8-hydroxy-7-(morpholinomethyl)quinolin-5-yl)acetonitrile
• 英文别名: 5-cyanomethyl-7-morpholinomethyl-8-hydroxyquinoline；2-[8-Hydroxy-7-(morpholin-4-ylmethyl)quinolin-5-yl]acetonitrile
• CAS: 1049681-94-8
• 化学式: C₁₆H₁₇N₃O₂
• 分子量: 283.33
• InChiKey: SNTBVCIKRVXYBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吗啉 、 聚合甲醛 、 5-(cyanomethyl)-8-hydroxyquinoline 以 乙醇 为溶剂， 反应 4.0h， 以77%的产率得到5-氰基甲基-7-吗啉代甲基-8-羟基喹啉
  参考文献：
  名称：

  新型5,7-二取代的8-羟基喹啉的合成

  摘要：

  通过几秒钟之间的曼尼希反应，已经合成了七个新的5,7-二取代的肟衍生物。胺（例如哌啶，吡咯烷，吗啉或二苄基胺）和5-氰基或5-叠氮基甲基-8-羟基喹啉，分别通过氰化物或叠氮化物阴离子对5-氯甲基-8-羟基喹啉的亲核取代而获得。在所有情况下，均以中等至中等收率分离出单一产物，并基于1 H和13 C-NMR，MS和IR光谱数据进行表征。还报道了由5-氰基甲基-8-羟基喹啉和哌啶获得的产物的X射线结构。

  DOI：

  10.1002/jhet.5570450411

文献信息

• Anti-corrosion performance of 8-hydroxyquinoline derivatives for mild steel in acidic medium: Gravimetric, electrochemical, DFT and molecular dynamics simulation investigations
  作者：Dhaybia Douche、Hicham Elmsellem、El Hassane Anouar、Lei Guo、Baraa Hafez、Burak Tüzün、Ahmed El Louzi、Khalid Bougrin、Khalid Karrouchi、Banacer Himmi

  DOI：10.1016/j.molliq.2020.113042

  日期：2020.6

  The anti-corrosion potency of three synthesized 8-hydroxyquinoline derivatives, namely 5-(azidomethyl)-7-(morpholinomethyl)quinolin-8-ol (HM1), 2-(8-hydroxy-7-(morpholinomethyl)quinolin-5-yl)acetonitrile (HM2), 5-(azidomethyl)-7-(piperidin-1-ylmethyl)quinolin-8-ol (HM3) in hydrochloric acid for mild steel was investigated using weight loss and electrochemical techniques. Potentiodynamic polarization (PDP) data reveal that all three compounds were cathodic inhibitors, with HM3 presentation significant mixed-type effect at high inhibitor concentrations (10(-3) M). Electrochemical impedance spectroscopy (EIS) data reveal better adsorption of compounds species on MS surface at increased inhibitor concentrations with HM1, HM2 and HM3 reaching a maximum efficiency of 90, 89 and 88%. The three compounds HM1, HM2 and HM3 were inclined towards the Langmuir adsorption-isotherm by spontaneous chemical-physical adsorptions of inhibitors on the mild steel surface. The correlation between the electronic properties and inhibition efficacies of the tilted inhibitors was determined by using simple linear regression technique. Electronic properties were calculated for neutral and protonated forms in a polarizable continuum model using the DFT method at the B3LYP/6-311 + G (d, p) level of theory. The active adsorbed sites of HM1-HM3 on the metal surface were determined by analyzing their corresponding electrostatic surface potentials (ESP). Furthermore, molecular dynamics simulations have been performed to illustrate the most conceivable adsorption configuration between the inhibitors and metal surface. (C) 2020 Published by Elsevier B.V.