Abstract
The reactions of sodium borohydride in isopropyl alcohol with acetone, acetophenone, benzophenone and benzaldehyde show simple second order kinetics, first order in the concentration of borohydride, and first order in the carbonyl component. Benzaldehyde reacts far faster than any of the ketones, corresponding to the greater reactivity of aldehydic carbonyl group towards attach by nucleophilic reagents. The decrease in rate, acetone > acetophenone and benzophenone is attributed to the resonance and steric contributions of the aromatic rings. The reaction of sodium borohydride with carbonyl compounds promises to provide a valuable tool for investigating the effect of structure on the reactivity of aldehydes and ketone.
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