Kinetics and mechanism of electrophilic substitution of heteroaromatic compounds. Part XXIV. Acid-catalysed hydrogen exchange of 2-naphthol and of some corresponding aza-, thia-, and oxo-derivatives
Journal of the Chemical Society B: Physical Organic Pub Date: DOI: 10.1039/J29710000011
Abstract
The variation of rate with acidity is studied for the hydrogen exchange of 2-naphthol at the 1-position, for 6-amino-, 6-hydroxy-, and 6-methoxy-quinoline and for the 6-hydroxy-1-methylquinolinium cation at the 5-position, for 7-aminoquinoline at the 8-position, and for chromone and thiochromone at the 3-, 6-, and 8-positions. The exchange mechanisms are elucidated and the rates compared with literature data.
Recommended Literature
- [1] Excellent humidity sensor based on ultrathin HKUST-1 nanosheets? Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu ChenRSC Adv., 2021,11, 192-197 10.1039/D0RA08354B
- [2] Evolution of hierarchical porous structures in supramolecular guest–host hydrogels? Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. BurdickSoft Matter, 2016,12, 7839-7847 10.1039/C6SM01395C
- [3] Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling?? Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang ChiJ. Mater. Chem. A, 2021,9, 2111-2119 10.1039/D0TA07814J
- [4] Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita 10.1002/rcm.9494
- [5] Fate of single walled carbon nanotubes in wetland ecosystems? Joseph H. Bisesi,Tara Sabo-AttwoodEnviron. Sci.: Nano, 2014,1, 574-583 10.1039/C4EN00063C
- [6] Evolving better nanoparticles: Genetic algorithms for optimising cluster geometries Dalton Trans., 2003, 4193-4207 10.1039/B305686D
- [7] Examination of deposit in commercial diluted phosphoric acid Analyst, 1880,5, 146-147 10.1039/AN8800500146
- [8] Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra KumarRSC Adv., 2016,6, 94731-94738 10.1039/C6RA18729C
- [9] Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater Fereshteh BayatEnviron. Sci.: Nano, 2021,8, 367-389 10.1039/D0EN00962H
- [10] Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field XuxinCheng,XiaomingChen,PengyuanFan 10.1007/s10832-022-00283-w
Journal Name：Journal of the Chemical Society B: Physical Organic
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)