20443-04-3Relevant articles and documents
Fast hydrazone reactants: Electronic and acid/base effects strongly influence rate at biological pH
Kool, Eric T.,Park, Do-Hyoung,Crisalli, Pete
, p. 17663 - 17666 (2013)
Kinetics studies with structurally varied aldehydes and ketones in aqueous buffer at pH 7.4 reveal that carbonyl compounds with neighboring acid/base groups form hydrazones at accelerated rates. Similarly, tests of a hydrazine with a neighboring carboxylic acid group show that it also reacts at an accelerated rate. Rate constants for the fastest carbonyl/hydrazine combinations are 2-20 M-1 s-1, which is faster than recent strain-promoted cycloaddition reactions.