1372713-46-6Relevant articles and documents
Synthesis and structure of novel 1-aryl-4,4,4-trichloro-1,3-butanediones
Flores, Alex F.C.,Martins, Mauro J.,Frigo, Leandro M.,MacHado, Pablo,Campos, Patrick T.,Malavolta, Juliana L.
experimental part, p. 727 - 737 (2011/12/16)
Novel 1-aryl-4,4,4-trichloro-1,3-butanediones in good yields (80-97%) were synthesized in one pot through acetal acylation with trichloroacetyl chloride followed by acid hydrolysis. Structures of all compounds were elucidated by elemental analysis, mass spectrometry, and 1H/13C nuclear magnetic resonance (NMR) measurements. The 1H/13C NMR data showed that trichloromethyl-β-diketones 2a-k in solution are predominantly ketoenol. However, the spectroscopic data from 4,4,4-trichloro-2-methyl- 1-phenyl-1,3-butabedione (2l) with methyl substituent between carbonyls showed a bias toward the diketo form in solution. X-ray diffraction of monocrystals from 2g and 2i showed that these compounds are cis-ketoenol tautomers. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communcations1 to view the free supplemental file. Taylor & Francis Group, LLC.