THE STRAIN-ENERGY OF CYCLOTETRADECANE IS SMALL

被引：60

作者：

CHICKOS, JS

HESSE, DG

PANSHIN, SY

ROGERS, DW

SAUNDERS, M

UFFER, PM

LIEBMAN, JF

机构：

[1] UNIV MARYLAND,DEPT CHEM & BIOCHEM,CATONSVILLE,MD 21228

[2] UNIV MISSOURI,DEPT CHEM,ST LOUIS,MO 63121

[3] LONG ISL UNIV,DEPT CHEM,BROOKLYN,NY 11201

[4] YALE UNIV,DEPT CHEM,NEW HAVEN,CT 06500

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 06期

关键词：

D O I：

10.1021/jo00032a052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrary to earlier reports, we show the strain energy of cyclotetradecane is both small and similar to that of other moderately sized cycloalkanes. Our finding is derived by use of semiempirical rules, MM3 molecular mechanical calculations, chemical intuition, and new measurements of heats of sublimation (mean temperature = 39-degrees-C, 23.4 kcal mol-1; corrected to STP, 23.5 kcal mol-1) and vaporization (mean temperature = 70-degrees-C, 14.9; corrected to STP, 15.6 kcal mol-1).

引用

页码：1897 / 1899

页数：3

共 22 条

[1] MOLECULAR MECHANICS - THE MM3 FORCE-FIELD FOR HYDROCARBONS .1. [J].