Synthetic Communications · 2000 · 27 citations · 5 references
Natural SciencesChemistryOrganic ChemistryOrganic AcidsOrganic SynthesisSafer Chemical SynthesisAldehydesPka Values
Abstract The hexamethylenetetramine/trifluoroacetic acid system was demonstrated to be capable of introducing three aldehyde groups into the phenol molecule. Facile, one-step procedures were developed for the preparation of hitherto difficult to synthesize 2-hydroxy-1,3,5-benzenetricarbaldehyde starting from either phenol or 4-hydroxybenzaldehyde. New pKa measurements showed 2-hydroxy-1,3,5-benzenetricarbaldehyde to be an acid stronger than previously reported.
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Jay F. Larrow, Eric N. Jacobsen, Yun Gao et al. · The Journal of Organic Chemistry · 1994 · 709 citations
James Cooper Duff, Edwin John Bills · Journal of the Chemical Society (Resumed) · 1934 · 80 citations