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Chemistry Homework Help => Organic Chemistry => Topic started by: Vinay on May 27, 2010, 09:47:11 AM

Title: nucleophilicity in a polar, protic solvent
Post by: Vinay on May 27, 2010, 09:47:11 AM
Hi,
I need help with the following question :
What is the relative nucleophilicity of the following in a polar, protic solvent:
Title: Re: nucleophilicity in a polar, protic solvent
Post by: uma on May 27, 2010, 09:50:05 AM
Nucleophilicity requires that we look a the availability of the electrons.  Here, 2 systems are with O atoms,  i it is negative making the electrons more available.  In iii we have a N system in ammonia. Since N is less electronegative than O, the N system is a better electron donor and so a better nucleophile ie. ammonia > water.
so i > iii > ii