why effect of resonance isn't considered in comparing basicity of amines
hemant joshi , 14 Years ago
Grade 12
Organic Chemistry> basicity of amines...
2 Answers
Ashwin Sinha
Last Activity: 14 Years ago
Dear Hemant,
It is so, bcoz of +I effects of alkyl groups attached to Nitrogen!!!!! It is much dominant here!!!!
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SAGAR SINGH - IIT DELHI
Last Activity: 14 Years ago
Although resonance delocalization generally reduces the basicity of amines, a dramatic example of the reverse effect is found in the compound guanidine (pKa = 13.6). Here, as shown below, resonance stabilization of the base is small, due to charge separation, while the conjugate acid is stabilized strongly by charge delocalization. Consequently, aqueous solutions of guanidine are nearly as basic as are solutions of sodium hydroxide.
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