X-ray powder diffraction, solid-state NMR and dispersion-corrected DFT calculations to investigate the solid state structure of 2-ammonio-5-chloro-4-methylbenzenesulfonate
Sándor L. BeköSilke D. ThomsJ. BrüningEdith AligJacco van de StreekAndrea LakatosClemens GlaubitzMartin U. Schmidt
16
Citation
29
Reference
10
Related Paper
Citation Trend
Abstract:
The title compound, also called CLT acid, is an industrial intermediate in the synthesis of laked red azo pigments for newspaper printing. Solid-state NMR and IR experiments revealed the compound to exist as the zwitterionic tautomer in the solid state.Keywords:
Powder Diffraction
Abstract Review: 41 refs.
Cite
Citations (14)
Hydrazone
Reactivity
Cite
Citations (134)
The title compound, also called CLT acid, is an industrial intermediate in the synthesis of laked red azo pigments for newspaper printing. Solid-state NMR and IR experiments revealed the compound to exist as the zwitterionic tautomer in the solid state.
Powder Diffraction
Cite
Citations (16)
Hydroxyfluorapatite solid solution segregates at high temperatures; the temperature of segregation is dependent on level of fluoride substitution.
Cite
Citations (18)
Powder Diffraction
Cite
Citations (0)
The tautomeric behavior of 5-nitro-2-anilinopyridine and 2-anilinopyrimidine was studied. 2-(N-Methylanilino) and l-methyl-2-(phenylimino)-1,2-dihydro derivatives were prepared as models for the amino and imino tautomers, respectively, and their spectra were compared. The results and the assumed tautomeric equilibrium constants strongly suggest the equilibria to be favorable to the amino tautomers, the Kt values being considerably smaller than that of the parent 2-anilinopyridine.
Cite
Citations (9)
In this study, CaBPO5 was synthesized by different solid state reactions than reported before and its X-ray powder diffraction and IR data were reported. In one of these solid state reactions BPO4 ...
Powder Diffraction
Cite
Citations (18)
The application of high-resolution solid-state NMR spectroscopy to structural and dynamical analyses of solid peptides, polypeptides, calixalene, conductive polymers, polyesters and poly (ethylene oxide) in the solid state have been introduced. It has been demonstrated that the high-resolution solid-state NMR spectroscopy is a very powerful means for elucidating the structure and dynamics of molecules in the solid state.
Cite
Citations (0)
Abstract Tautomerization is the key feature of pyrazoles, which is connected with the hydrogen transfer in pyrazoles between two nitrogens. It is scholarly accepted that tautomers of 3(5)‐substituted pyrazole derivatives cannot be isolated as individual compounds with the exception of certain extreme conditions. Here using the fact that N‐substitution suppresses tautomerization and allows their separation and isolation, the individual isomers of N‐propanoates of 3(5)‐pyrazole were synthesized, isolated, and further modified several times without change of initial 3‐or 5‐methyl configuration. However, once the group attached to the nitrogen was removed, two individual isomers gained back their tautomeric properties and became the same mixture of tautomers, as expected. Close monitoring by NMR spectroscopy vividly demonstrates the loss and then reverting of tautomeric properties of 3(5)‐pyrazole derivatives along the set of chemical transformations aimed at possible isolation of two tautomers. Failure to isolate them once again proves that the dynamic equilibrium of tautomers in solution is an inherent property of 3(5)‐methylpyrazole.
Pyrazole
Cite
Citations (3)
This Highlight article discusses the role of solid-state NMR spectroscopy in crystal engineering with the aid of several examples from the literature.
Crystal Engineering
Crystal (programming language)
Cite
Citations (33)