1,4-C,H INSERTION OF VINYL VINYLIDENE TO INTERMEDIATE CYCLOBUTADIENE DOES NOT OCCUR DURING FLASH VACUUM PYROLYSIS OF 1-BUTEN-3-YNE

被引：8

作者：

HOFMANN, J

ZIMMERMANN, G

FINDEISEN, M

机构：

[1] UNIV LEIPZIG,INST CHEM TECHNOL,DEPT HIGH TEMP REACT,D-04303 LEIPZIG,GERMANY

[2] UNIV LEIPZIG,INST ANALYT CHEM,D-04103 LEIPZIG,GERMANY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 22期

关键词：

D O I：

10.1016/0040-4039(95)00629-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Buten-3-yne (1) and [4-D]1-buten-3-yne (1a) have been treated between 800 and 1000 degrees C under flash vacuum pyrolysis as well as under gas phase pyrolysis in nitrogen and the effluents thoroughly analyzed by GC, GC/MS, GC/FTIR H-1- and H-2-NMR spectroscopy. Since no evidence for a D-shift in In from the acetylenic to the olefinic position could be detected, the formation of cyclobutadiene as a highly reactive species from the intermediately generated vinyl vinylidene has to be excluded.

引用

页码：3831 / 3832

页数：2

共 10 条

[1]

ALLAN JLH, 1953, J CHEM SOC, P3314

[2] METHYLENEKETENES AND METHYLENECARBENES .3. PYROLYTIC SYNTHESIS OF ARYLACETYLENES AND THEIR THERMAL REARRANGEMENTS INVOLVING ARYLMETHYLENECARBENES [J].