Synthesis 2018; 50(06): 1259-1263
DOI: 10.1055/s-0036-1591750
paper
© Georg Thieme Verlag Stuttgart · New York

Experimental and Theoretical Study of the Reaction Kinetics of 2,5-Dimethylterephthalonitrile Bromination Compared to 1,4-Dimethylbenzene Bromination

Cibeli M. A. Villalba*
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
,
Thiago de C Rozada
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
,
Fábio S. dos Santos
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
,
Leandro Scorsin
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
,
Jarem R. Garcia
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
,
Barbara C. Fiorin
Chemistry Departament: State Universit of Ponta Grossa, Campus Uvaranas - Av. General Carlos Cavalcanti, 4748, 84030-900, Ponta Grossa-PR, Brazil   Email: cmavillalba@uepg.br
› Author Affiliations
We thank the Capes and CNPq for financial support.
Further Information

Publication History

Received: 30 November 2017

Accepted after revision: 01 December 2017

Publication Date:
29 January 2018 (online)


Abstract

Experimental and theoretical studies showed the differences observed in the benzylic tetrabromination reactions in 2,5-dimethylterephthalonitrile compared to 1,4-dimethylbenzene. It was observed that the compound containing the nitrile substituent underwent a slower bromination reaction, with the formation of four intermediate compounds, while for the compound without substituents, the reaction was faster and only two intermediate compounds were observed.

Supporting Information