Which is a good nucleophile among hydrazine and ammonia?
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Despite that NH2NH2 (Kb~10^-6) is a weaker protic base by comparing with NH3 (Kb~10^-5), the nuclrophilicity of NH2NH2 is generally considered stronger than that of NH3. One of the rationales for this discrepancy is due to an alpha-effect of NH2 group in hydrazine, while no such effect in NH3.
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