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Page 2 3. I State which reagent you would expect to be more nucleophilic. (1 pt.) ii. Explain why you would expect your choic
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Which reagant is more nucleophilic?

Nucleophilic Character of a compound is revealed by the fact when it donates a pair of electrons for the formation of chemical bond in a reaction. Nucleophiles are ions or molecules which has a pair of free electrons or a pi bond. As they donate electrons they are also known as Lewis Bases.

CH3CH2OH or CH3CH2O-

Coming to Ethanol (CH3CH2OH) and Ethoxy radical(CH3CH2O-) the more nucleophilic character is exhibited by Ethoxy Radical(CH3CH2O-). In an Ethoxy radical the destabilisation of Oxygen by the inductive effects results in the donation of electron Pair by the Oxygen.

Whereas Ethanol is a poor nucleophile because of its weak alcohol group. Also it containes electronegative Oxygen, it cannot donate a pair of electrons to perform as a nucleophile.

Ph-S- or Ph-O-

Ph-S- is more nucleophilic because of the largest Sulphur atom present. It is bigger than Oxygen. The Polarisability of electrons leads to possess more nucleophilic character in Ph-S-.

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