Friday, March 16, 2018

organic chemistry - Basicities of nitrogen atoms in purine



Arrange the sites in purine in order of basicity.


Purine numbering system



I feel that 9 is the least basic as nitrogen's lone pair is delocalised. However, I am unable to rank 1, 3, and 7 in a particular order. Is there a particular theory to decide basicity of sites?




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