35844-07-6Relevant academic research and scientific papers
Bromo-nitro substitution on a tertiary α carbon - A previously uncharacterized facet of the Kornblum substitution
Leonard, Matthew J.,McKay, Peter G.,Lingham, Anthony R.
, p. 76401 - 76418 (2015/09/22)
Sodium nitrite in dimethylformamide substitutes nitro for bromine alpha to an amide carbonyl in high yield at a tertiary site. Hammett plots show a strongly positive ρ value (+0.67), indicating a negatively-charged transition state, in contrast to the typical SN1/SN2 mechanism domain for Kornblum substitutions. 2015
