Volume, enthalpy and entropy of activation of the Diels-Alder reaction of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with 1-hexene

Authors
Kiselev, VD Kashaeva, EA Iskhakova, GG Shihab, M Konovalov, AI
Citation
Vd. Kiselev et al., Volume, enthalpy and entropy of activation of the Diels-Alder reaction of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with 1-hexene, TETRAHEDRON, 55(41), 1999, pp. 12201-12210
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
41
Year of publication
1999
Pages
12201 - 12210
Database
ISI
SICI code
0040-4020(19991008)55:41<12201:VEAEOA>2.0.ZU;2-P
Abstract
Pressure and temperature effects on the reaction rate of dimethyl1,2,4,5-te trazine-3,6-dicarboxylate with 1-hexene were investigated. The activation v olume (-26.7 cm(3) mol(-1), 298.1 K) is in agreement with the conservation of all four nitrogen atoms in transition state. Densitometry, H-1 NMP and c alorimetric studies of the reaction indicate nitrogen molecule loss by the intermediate just after its formation Partial molar volumes in acetone of d iene (127.2), 1-hexene (127.6) and the resulting adduct (206.9 cm(3) mol(-1 )) were determined. (C) 1999 Elsevier Science Ltd. All rights reserved.