Advanced oxidation processes of coumarins by hydroperoxyl radical: An experimental and theoretical study, and ecotoxicology assessment

过氧化氢 化学 激进的 氢原子萃取 加合物 光化学 反应机理 反应性(心理学) 分子 计算化学 氢原子 有机化学 催化作用 医学 烷基 替代医学 病理
作者
Dušan Dimić,Dejan Milenković,Edina H. Avdović,Đura Nakarada,Jasmina M. Dimitrić Marković,Zoran Marković
出处
期刊:Chemical Engineering Journal [Elsevier BV]
卷期号:424: 130331-130331 被引量:36
标识
DOI:10.1016/j.cej.2021.130331
摘要

Abstract Coumarin derivatives are an example of stable molecules with very complex biodegradation routes in wastewaters. The use of advanced oxidation processes offers a way to their chemical modification to less toxic products. In this study, the experimental reactivity of 4-hydroxycoumarin (1) and its two derivatives towards hydroperoxyl radical (HOO•) was proven by the ESR spectroscopy. The absence of measurable concentration of carbon- and oxygen-centered radicals, except for DEPMPO-HOO• adduct, showed that stable products were formed in the reaction. Two novel mechanisms, namely hydrogen atom abstraction - radical–radical coupling (HAT-RRC) and radical adduct formation-hydrogen atom abstraction (RAF-HAA) were suggested as possible reaction routes between HOO• and coumarin derivatives. Thermodynamic and kinetic parameters were investigated in detail to explain the plausibility of these two mechanisms with special emphasis on the determination of the most active positions. The theoretical calculations were accompanied by the Natural Bond Orbital Theory and Quantum Theory of Atoms in Molecules. The thermodynamically preferred mechanism of the reaction was RAF-HAA, while the highest reaction rate was obtained for the position C3 of 1. The preferred mechanism was further verified by the UV–Vis spectrophotometry and excited state optimization. The examined routes lead to the formation of stable products with lower toxicity towards aquatic organisms, as shown by the eco-toxicology assessment.
最长约 10秒,即可获得该文献文件

科研通智能强力驱动
Strongly Powered by AbleSci AI
更新
PDF的下载单位、IP信息已删除 (2025-6-4)

科研通是完全免费的文献互助平台,具备全网最快的应助速度,最高的求助完成率。 对每一个文献求助,科研通都将尽心尽力,给求助人一个满意的交代。
实时播报
Rondab应助阿九采纳,获得30
1秒前
乐乐应助李昕123采纳,获得10
2秒前
博修发布了新的文献求助10
2秒前
qiqi完成签到,获得积分10
3秒前
3秒前
广白完成签到 ,获得积分10
3秒前
唠叨的严青完成签到,获得积分10
4秒前
Souliko完成签到,获得积分10
5秒前
田様应助zzf采纳,获得10
6秒前
8秒前
8秒前
物外发布了新的文献求助10
11秒前
重要的荷花完成签到,获得积分10
11秒前
mark发布了新的文献求助10
12秒前
13秒前
香蕉以菱完成签到,获得积分10
15秒前
15秒前
正丁基锂完成签到,获得积分10
16秒前
渊思发布了新的文献求助10
16秒前
17秒前
17秒前
个性楷瑞完成签到,获得积分10
18秒前
木木应助解语花采纳,获得50
18秒前
烟花应助美好斓采纳,获得30
18秒前
20秒前
niuma完成签到,获得积分10
21秒前
wolala完成签到,获得积分20
23秒前
Yz完成签到 ,获得积分10
23秒前
科目三应助陈曦采纳,获得10
23秒前
爆米花应助博修采纳,获得10
24秒前
渊思完成签到,获得积分10
24秒前
slx发布了新的文献求助10
25秒前
26秒前
27秒前
等待纸飞机完成签到,获得积分10
27秒前
丘比特应助如意枫叶采纳,获得10
27秒前
研友_VZG7GZ应助小吴采纳,获得10
28秒前
旷野发布了新的文献求助10
29秒前
OeO完成签到 ,获得积分10
30秒前
wolala发布了新的文献求助10
30秒前
高分求助中
A new approach to the extrapolation of accelerated life test data 1000
ACSM’s Guidelines for Exercise Testing and Prescription, 12th edition 500
‘Unruly’ Children: Historical Fieldnotes and Learning Morality in a Taiwan Village (New Departures in Anthropology) 400
Indomethacinのヒトにおける経皮吸収 400
Phylogenetic study of the order Polydesmida (Myriapoda: Diplopoda) 370
基于可调谐半导体激光吸收光谱技术泄漏气体检测系统的研究 350
Robot-supported joining of reinforcement textiles with one-sided sewing heads 320
热门求助领域 (近24小时)
化学 材料科学 医学 生物 工程类 有机化学 生物化学 物理 内科学 纳米技术 计算机科学 化学工程 复合材料 遗传学 基因 物理化学 催化作用 冶金 细胞生物学 免疫学
热门帖子
关注 科研通微信公众号,转发送积分 3989469
求助须知:如何正确求助?哪些是违规求助? 3531722
关于积分的说明 11254409
捐赠科研通 3270221
什么是DOI,文献DOI怎么找? 1804946
邀请新用户注册赠送积分活动 882113
科研通“疑难数据库(出版商)”最低求助积分说明 809176