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Carbon‐13 NMR chemical shifts in some substituted 1,2,4‐triazol‐3‐ones
Author(s) -
Litchman William M.,
Hollstein Ulrich,
Papadopoulos E. Paul
Publication year - 1978
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270110309
Subject(s) - keto–enol tautomerism , chemical shift , chemistry , solvent , molecule , proton , coupling constant , carbon fibers , proton nmr , carbon 13 nmr , computational chemistry , photochemistry , tautomer , stereochemistry , organic chemistry , materials science , physics , composite number , composite material , particle physics , quantum mechanics
Carbon‐13 NMR data for 15 substituted 1,2,4‐triazol‐3‐ones are presented and discussed with regard to enolization in the neutral molecules. The coupling constant and chemical shift data show that the proton at N‐2 is not exchanging rapidly in the DMSO‐ d 6 solvent. Using D 2 OOD − as a solvent, it is found that the C‐3 and C‐5 resonances are shifted downfield by nearly the same amount, suggesting that the proton at N‐4 is being removed. Enolization in the neutral molecules does not occur to any significant extent.