Naslov
Synthesis and characterization of N, N-di(prop-2-ynyl)-p-toluidine

Autori
Pavlović, Gordana ; Mance, Ana-Dunja

Izvornik
Journal of chemical crystallography (1074-1542) 40 (2010), 12; 1045-1048

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
tertiary amines; N; N-di(prop-2-ynyl)-p-toluidine; synthesis; IR; NMR and XRD

Sažetak
In order to investigate the intramolecular [4+2]-cycloaddition, we prepared some new tertiary N-(5-substituted-2-furfuryl)-N-prop-2-ynyl-p-toluidines 1-3 by the alkylation of secondary N-(5-substituted-2-furfuryl)-p-toluidines with the propargyl-bromide 4. In the course of preparation of N-(5-methoxy-2-furfuryl)-N-prop-2-ynyl-p-toluidine 3, besides the main product (compound 1) (Scheme 1) we obtained N, N-di(prop-2-ynyl)-p-toluidine (compound 2) as the colourless crystals. The title compound 2, N, N-di(prop-2-ynyl)-p-toluidine, C13H13N, crystallizes in monoclinic C 2/c space group with unit cell parameters: a = 19.5319(9) Å, b = 7.5230(3) Å, c= 15.9000(7) Å,  = 112.554(5) , V = 2157.64(18) Å3, Z = 8. The crystal structure is dominated by van der Waals forces only. The bond distances around amine N atom correspond to  dominated bonds (1.467(2), 1.462(2) and 1.419(2) Ǻ). The angles sum around amine N atom is in accord with sp3 hybridization (343 ).

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Kemijsko inženjerstvo

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