Journal of the Chemical Society. Perkin transactions II p. 695 - 698 (1986)
Update date:2022-08-17
Topics:
Nudelman, Norma S.
Cerdeira, Silvia
The kinetics of the reaction between o- and p-fluoronitrobenzene with n- and iso-propylamine were studied in toluene and DMSO at several amine concentrations and temperatures in the range 30-100 deg C.The results show that, contrary to the previous assumption, primary steric effects due to branching in the amine do not produce a large decrease in the reaction rate when the first step is rate determining.However, reactions with bulky amines can be extremely slow because of the reduced power of the amine as a hydrogen-bond acceptor catalyst, when the second step is rate determining.The reaction rate may be increased by the addition of a non-nucleophilic base or another hydrogen-bond acceptor catalyst such as dimethyl sulphoxide.
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