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Specific 3 H‐labelling by diimide reduction of unsaturated bonds. I. Mechanism of reductions with hydrazine in aprotic solvents
Author(s) -
Koch G. K.
Publication year - 1969
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590050202
Subject(s) - autocatalysis , hydrazine (antidepressant) , chemistry , labelling , acetonitrile , acetic acid , catalysis , diimide , reaction mechanism , photochemistry , inorganic chemistry , organic chemistry , chromatography , molecule , biochemistry , perylene
The applicability of aprotic solvents for hydrazine reductions was studied for labelling purposes and acetonitrile was found to be a favourable medium for this reaction. The reaction can be carried out in the absence of protons, but small amounts of acetic acid have a catalytic effect. Kinetic investigations have shown that oxygen supply in the medium is the rate‐determining step under the conditions applied. The mechanism of the reaction is discussed. No explanation can be given of the autocatalytic and acid‐catalysed acceleration of the reaction.