ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Contribution to the study of radical bromination of allyl isothiocyanate

P. Kristian and J. Gonda

Department of Organic Chemistry and Biochemistry, Faculty of Natural Sciences, P. J. Šafárik University, CS-041 67 Košice

Abstract: Radical bromination of allyl isothiocyanate results in the mixture of cis- and ŕrans-3-bromo-l-propenyl isothiocyanates in the amount of substance ratio of 3 : 1 , from which the pure trans isomer is obtained by freezing out. This reaction represents a new method for preparation of vinyl isothiocyanates with a reactive halogen. In the reaction with KSCN cis-3-isothiocyanato-l-propenyl isothiocyanate is formed as the only product. The structures of the synthesized compounds have been determined by spectral methods. The mechanism of the reaction presented has been discussed.

Full paper in Portable Document Format: 406a773.pdf

Chemical Papers 40 (6) 773–777 (1986)