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The Structures of Indazolin-3-one (=1,2-Dihydro-3H-indazol-3-one) and 7-Nitroindazolin-3-one

✍ Scribed by Rosa M. Claramunt; Dionisia Sanz; Concepción López; Elena Pinilla; M. Rosario Torres; José Elguero; Pierre Nioche; C. S. Raman

Publisher: John Wiley and Sons
Year: 2009
Tongue: German
Weight: 311 KB
Volume: 92
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200900119

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✦ Synopsis

Abstract

The existence of polymorphism in parent indazolin‐3‐one (=1,2‐dihydro‐3__H__‐indazol‐3‐one; 1) is reported as well as an X‐ray and NMR CPMAS study establishing that its 7‐nitro derivative 2 exists as the 3‐hydroxy tautomer. Absolute shieldings calculated at the GIAO/B3LYP/6‐311++G(d,p) level were used to determine the tautomeric oxo/hydroxy equilibrium in solution, i.e., always the 1__H__‐indazol‐3‐ol tautomer predominates.

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