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.

引用

页码：557 / 563

页数：7

共 44 条

[1] STRUCTURES OF ISOMERIC ANIONS IN THE GAS-PHASE - ARYLALLYL AND ARYLCYCLOPROPYL ANIONS [J].