The order of nucleophilicity for halide family in DMF is: ClX−>BrX−>IX−. I understand the reason for this must be that DMF, being a polar aprotic solvent, is unable to solvate the halide ions.
I was told by my teacher that this is true only for DMF and DMSO, while in other aprotic polar solvents, the order is as usual: FX−<ClX−<BrX−<IX−.
I'd like to know what is special about DMF and DMSO (and which is not possessed by other aprotic solvents like acetone) that leads to this order.
I have verified the order in DMF from March's 7th edition (page 427). The book mentions the usual order (ClX−<BrX−<IX−) for acetone (another aprotic polar solvent).
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