Published November 2017 | Version v1
Journal article Metadata-only

2,6-Disubstituted 4-azidopyrimidines: synthesis, kinetic and thermodynamic studies of azide-tetrazole rearrangement by NMR spectroscopy

Creators

  • 1. Russian Academy of Sciences, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch (Russian Federation)

Description

Thermodynamic and kinetic parameters of the tautomeric tetrazole-azide rearrangement for a series of 2,6-disubstituted 4-azidopyrimidines are determined by NOESY/EXSY and DNMR: ΔH = 15—28 kJ mol–1; ΔS = 47—65 J mol–1 К–1; Еa = 93—117 kJ mol–1; lgA = 15.1—18.9. They are dependent on electronic properties of the substituents and the polarity of solvent.

Additional details

Identifiers

DOI
10.1007/s11172-017-1986-2;

Publishing Information

Journal Title
Russian Chemical Bulletin
Journal Volume
66
Journal Issue
11
Journal Page Range
p. 2095-2102
ISSN
1066-5285
CODEN
RCBUEY

INIS

Country of Publication
United States
Country of Input or Organization
International Atomic Energy Agency (IAEA)
INIS RN
51025306
Subject category
S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
Descriptors DEI
ARRHENIUS EQUATION; AZIDES; ENTHALPY; ENTROPY; EQUILIBRIUM; NUCLEAR MAGNETIC RESONANCE; PYRIMIDINES; SOLVENTS; SPECTROSCOPY; SYNTHESIS; TETRAZOLES; THERMODYNAMICS
Descriptors DEC
AZINES; AZOLES; EQUATIONS; HETEROCYCLIC COMPOUNDS; MAGNETIC RESONANCE; NITROGEN COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PHYSICAL PROPERTIES; RESONANCE; THERMODYNAMIC PROPERTIES

Optional Information

Copyright
Copyright (c) 2017 Springer Science+Business Media, LLC, part of Springer Nature