Salt forms of amides: protonation of acetanilide.

ABSTRACT: Treating the amide acetanilide (N-phenylacetamide, C₈H₉NO) with aqueous strong acids allowed the structures of five hemi-protonated salt forms of acetanilide to be elucidated. N-(1-Hydroxyethylidene)anilinium chloride-N-phenylacetamide (1/1), [(C₈H₉NO)₂H][Cl], and the bromide, [(C₈H₉NO)₂H][Br], triiodide, [(C₈H₉NO)₂H][I₃], tetrafluoroborate, [(C₈H₉NO)₂H][BF₄], and diiodobromide hemi(diiodine), [(C₈H₉NO)₂H][I₂Br]·0.5I₂, analogues all feature centrosymmetric dimeric units linked by O-H...O hydrogen bonds that extend into one-dimensional hydrogen-bonded chains throu

SUBMITTER: Jaconelli HS 

PROVIDER: S-EPMC11371003 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature