中国科学院生态环境研究中心机构知识库
Advanced  
RCEES OpenIR  > 环境纳米材料实验室  > 期刊论文
题名: Insight into the acidic group-induced nitration mechanism of 2-methyl-4,6-dihydroxypyrimidine (MDP) with nitronium
作者: Wang, Kuan; Chen, Jian-Gang; Wang, Bozhou; Ji, Yueping; Liu, Fengyi; Liu, Zhao-Tie; Wang, Wenliang; Liu, Zhong-Wen; Hao, Zhengping; Lu, Jian
刊名: RSC ADVANCES
出版日期: 2016
卷号: 6, 期号:83, 页码:80145-80157
DOI: 10.1039/c6ra18842g
部门归属: 环境纳米材料实验室
英文摘要: The strong desire for developing promising candidates of insensitive nitro energetic materials has spurred numerous attempts to discern the nitration details. The nitration mechanism of 2-methyl-4,6-dihydroxypyrimidine (MDP) with nitronium (NO2+) to form 2-dinitromethylene-5,5-dinitropyrimidine-4,6-dione is studied via DFT-B3LYP/6-311G(d,p) method. The possible nitration pathways are excavated and illustrated. Herein, a unique/incredible induction/enhancement of the co-existing acidic group of HSO4- to the targeted nitration is definitively proposed. The impact of the introduction order of four nitro groups (-NO2) on the title nitration is systematically demonstrated. It is suggested that the proposed induction of HSO4- may effectively promote/catalyze not only the NO2+ attack, but the H-transfer and H-abstraction as well, and thus dramatically decreases the activation free energy of the nitration system. Moreover, the NO2+ attack may be dynamically affected by the pre-introduced -NO2 and the resulted fluctuation of charge distribution in the pre-intermediates, which has been primarily supported via the calculated atomic charge, Coulomb attraction and Fukui function. It is indicated that the preferential dinitration on -CH3 with the induction of HSO4- (path A) is the most likely pathway. It is optimistically expected that the present study may provide a theoretical basis to the research and engineering tests of the title nitration, and promote the exploration of related insensitive energetic materials.
收录类别: SCI
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.rcees.ac.cn/handle/311016/35993
Appears in Collections:环境纳米材料实验室_期刊论文

Files in This Item:
File Name/ File Size Content Type Version Access License
Insight into the acidic group-induced nitration mechanism of 2-methyl-4,6-dihydroxypyrimidine (MDP) with nitronium.pdf(1941KB)期刊论文作者接受稿开放获取View Download
Service
Recommend this item
Sava as my favorate item
Show this item's statistics
Export Endnote File
Google Scholar
Similar articles in Google Scholar
[Wang, Kuan]'s Articles
[Chen, Jian-Gang]'s Articles
[Wang, Bozhou]'s Articles
CSDL cross search
Similar articles in CSDL Cross Search
[Wang, Kuan]‘s Articles
[Chen, Jian-Gang]‘s Articles
[Wang, Bozhou]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
Add to CiteULike Add to Connotea Add to Del.icio.us Add to Digg Add to Reddit
文件名: Insight into the acidic group-induced nitration mechanism of 2-methyl-4,6-dihydroxypyrimidine (MDP) with nitronium.pdf
格式: Adobe PDF
此文件暂不支持浏览
所有评论 (0)
暂无评论
 
评注功能仅针对注册用户开放,请您登录
您对该条目有什么异议,请填写以下表单,管理员会尽快联系您。
内 容:
Email:  *
单位:
验证码:   刷新
您在IR的使用过程中有什么好的想法或者建议可以反馈给我们。
标 题:
 *
内 容:
Email:  *
验证码:   刷新

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Copyright © 2007-2017  中国科学院生态环境研究中心 - Feedback
Powered by CSpace