CHEMICAL-IONIZATION MASS-SPECTROMETRY OF SOME NITRO-CONTAINING BIFUNCTIONAL AROMATIC-COMPOUNDS - LOCATION OF PROTONATION SITE

	CHEMICAL-IONIZATION MASS-SPECTROMETRY OF SOME NITRO-CONTAINING BIFUNCTIONAL AROMATIC-COMPOUNDS - LOCATION OF PROTONATION SITE
	TU YP ; LU K ; LIU SY
刊名	rapid communications in mass spectrometry
	1995
卷号	9 期号:7 页码:609-614
关键词	PERFORMANCE LIQUID-CHROMATOGRAPHY COMPETING OXYGEN TRANSFERS GAS-PHASE ELECTRON-IMPACT FUNCTIONAL-GROUPS SPECTRA EXPLOSIVES FRAGMENTATION MOLECULES 2,4,6-TRINITROTOLUENE
ISSN号	0951-4198
通讯作者	tu yp
中文摘要	it is found that the nitro substituent of some aromatic bifunctional compounds shows unusual reactivity towards protonation. in the chemical ionization mass spectra of nitrobenzoic acids and their esters and amides, and of nitrophenols and their ethers, protonations on the carboxyl, ester, amide, hydroxyl or alkoxyl groups are highly suppressed by that on the nitro group. as a result, fragmentations based on protonation on these groups unexpectedly become negligible. ortho effects were observed for all the ortho isomers where the initial protonation on the nitro group is followed by an intramolecular proton transfer reaction, which leads to the expected 'normal' fragmentations. protonation on the nitro substituent is much more favourable in energy than on any of the other substituents. the interaction of the two substituents through the conjugating benzene ring is found to be responsible for this 'unfair' competitive protonation. the electron-attracting nitro group strongly destabilizes the mh+ ions formed through protonation on the other substituent; although the cor (r = oh, ome, oet, nh2) groups are also electron-withdrawing, their effects are weaker than that of no2; thus protonation on the latter group produces more-stable mh+ ions. on the other hand, an electron-releasing group or (r = h, me, et) stabilizes the nitro-protonated species; the stronger the electron-donating effect of this group the more stable the nitro-protonated ions.
收录类别	SCI收录期刊论文
语种	英语
公开日期	2010-12-30 ; 2011-06-10
内容类型	期刊论文
源URL	[http://ir.ciac.jl.cn/handle/322003/26573]
专题	长春应用化学研究所_长春应用化学研究所知识产出_期刊论文
推荐引用方式 GB/T 7714	TU YP,LU K,LIU SY. CHEMICAL-IONIZATION MASS-SPECTROMETRY OF SOME NITRO-CONTAINING BIFUNCTIONAL AROMATIC-COMPOUNDS - LOCATION OF PROTONATION SITE[J]. rapid communications in mass spectrometry,1995,9(7):609-614.
APA	TU YP,LU K,&LIU SY.(1995).CHEMICAL-IONIZATION MASS-SPECTROMETRY OF SOME NITRO-CONTAINING BIFUNCTIONAL AROMATIC-COMPOUNDS - LOCATION OF PROTONATION SITE.rapid communications in mass spectrometry,9(7),609-614.
MLA	TU YP,et al."CHEMICAL-IONIZATION MASS-SPECTROMETRY OF SOME NITRO-CONTAINING BIFUNCTIONAL AROMATIC-COMPOUNDS - LOCATION OF PROTONATION SITE".rapid communications in mass spectrometry 9.7(1995):609-614.