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THE GAS-PHASE ACIDITY OF NITROCYCLOPROPANE

被引：6
作者：
BARTMESS, JE
WILSON, B
SORENSEN, DN
BLOOR, JE
机构：
[1] Department of Chemistry, University of Tennessee, Knoxville
来源：
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES | 1992年 / 117卷 / 1-3期
关键词：
NITROCYCLOPROPANE; GAS-PHASE ACIDITIES; HYBRIDIZATION; ION MOLECULE REACTIONS;
D O I：
10.1016/0168-1176(92)80113-F
中图分类号：
O64 [物理化学（理论化学）、化学物理学]; O56 [分子物理学、原子物理学];
学科分类号：
070203 ; 070304 ; 081704 ; 1406 ;
摘要：
Nitrocyclopropane is 10.5 kcal mol-1 weaker as an acid in the gas phase than its open-chain analog, 2-nitropropane. This is attributed to the conflicting hybridization requirements for carbanion stabilization by the cyclopropyl ring and by the nitro group. Based on reactivities, the deprotonated form does not ring-open to either the 2-nitroallyl anion or the 1-nitroallyl anion.
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页码：557 / 563
页数：7
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