32763-69-2Relevant academic research and scientific papers
Thermal isomerisations, XXIV. Gas phase kinetics of the pyrolysis of some 3,3-dimethyl-1-alkyl-cyclopropenes: Some surprising substituent activation effects and the intramolecular trapping of vinylidene intermediates
Hopf, Henning,Plagens, Andreas,Walsh, Robin
, p. 825 - 835 (2007/10/03)
The gas phase pyrolyses of four 3,3-dimethyl-1-alkylcyclopropenes were studied for which the 1-alkyl substituents are ethyl- (6), isopropyl- (7), 1′-butyl- (8) and 1′-isoamyl- (9). Rate data over a 50°C temperature range were obtained and Arrhenius parameters are reported both for overall reactions and individual pathways for all compounds. Tests confirm all reactions to be unimolecular and homogeneous. For 8 and 9, noteworthy products are cyclopentenes, whose presence demonstrates the involvement of vinylidene intermediates. The substantial product yields of 2,4-alkadienes together with dramatic rate enhancement effects of these 1-alkyl substituents (relative to 1-methyl) are explained by the involvement of vinylcarbene intermediates in this pathway. Minor, transient products from 6, 8 and 9 are probably isomeric cyclopropenes. This suggests further pathways for vinylidene intermediates, whose reactivity pattern is briefly reviewed. VCH Verlagsgesellschaft mbH, 1996.
THE REDUCTION OF 2-VINYL-1,1-BIS(BROMOMETHYL)CYCLOPROPANE
Zefirov, N. S.,Kozhushkov, S. I.,Kuznetsova, T. S.,Sosonkin, I. M.,Domarev,A. M.,et al
, p. 1863 - 1873 (2007/10/02)
A study was carried out on the reduction of 2-vinyl-1,1-bis(bromomethyl)cyclopropane by various methods including electrochemical procedures.The major reaction pathways ential opening and expansion of the cyclopropane ring, while the product of the formation of a second three-membered ring, namely, vinylspiropentane, is formed in low yield.The probable radical mechanism for this reaction is discussed.
A Synthesis of Conjugated Dienes from Aromatic, Five-membered Heterocycles
Wenkert, Ernest,Leftin, Michael H.,Michelotti, Enrique L.
, p. 617 - 618 (2007/10/02)
Reactions of furan, thiophene, selenophene, and tellurophene as well as 2-methyl and 2,5-dimethyl derivatives of the first two heterocycles with phenyl-, methyl-, and n-butyl-magnesium bromides in the presence of ligated nickel dichloride are shown to yield buta-1,3-dienes mostly with retention of configuration.
