190186-36-8Relevant academic research and scientific papers
Fast hydrazone reactants: Electronic and acid/base effects strongly influence rate at biological pH
Kool, Eric T.,Park, Do-Hyoung,Crisalli, Pete
supporting information, p. 17663 - 17666 (2014/01/06)
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.
Preparation of 2-deoxyaldoses from aldose phenylhydrazones
Jorgensen, Christel,Pedersen, Christian
, p. 307 - 310 (2007/10/03)
Acetylation of D-mannose phenylhydrazone gives acetylated D-arabino-1-phenyl-azo-1-(E)-hexene. Subsequent reduction with sodium borohydride produces 2-deoxy-D-arabino-hexose phenylhydrazone which, on hydrolysis, gives 2-deoxy-D-arabino-hexose. By a similar procedure 2-deoxy-D-lyxo-hexose, 2,6-dideoxy-L-arabino-hexose, and 2-deoxy-D-erythropentose can be prepared from D-galactose, L-rhamnose, and D-arabinose, respectively.
