ISSN:
0009-2940
Keywords:
Isomerization, thermal
;
Radicals
;
D-Labeling
;
1,5-Hexadiyne
;
Pentafulvene
;
Rearrangement, homoallyl
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Thermal Rearrangements, XXIII[1]. - The Thermogram of a C6H6 Chemistry in the Temperature Range from 450 to 730°CThe thermal isomerization of 1,5-hexadiyne (1) and its [1,6-D2]-labeled derivative (1a) was studied in the temperature range 450-730°C and in the presence of different carrier gases (N2, H2, D2, N2/toluene). By detailed analysis (GC, GC MS, NMR) all volatile reaction products were identified and determined quantitatively by using hexafluorobenzene as an internal standard. The experimental data show clearly that the reaction products are formed by two different routes: (i) electrocyclization leading to dimethylene cyclobutene (3) at temperatures up to about 600°C and (ii) radical reaction leading to benzene (4) and pentafulvene (5) at temperatures above 550°C. Cyclopentadienylmethyl radicals are supposed to be the essential radical intermediates.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270926
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