91573-19-2Relevant academic research and scientific papers
Effect of substituents in the formation of diacetanilides
Ayyangar, Nagaraj R.,Srinivasan, Kumar V.
, p. 1292 - 1296 (2007/10/02)
A number of diacetanilides, including some which have not been reported so far, have been synthesized from the corresponding monoacetyl derivatives and characterized by spectral and elemental analyses.A tlc/fid method for the quantitative estimation of the relative amounts of mono- and diacetyl derivatives has been standardized.Linear correlation of the extent of diacetylation with Hammett ?-values of substituents and basicity constants of monoacetyl derivatives has been established.A plausible mechanism for the diacetylation reaction based on experimental observations has been suggested.An explanation for the anomalous behaviour of acetanilides containing electron-withdrawing substituents in the ortho-position has been put forth.
