Problem: Which one is the strongest nucleophile in each catagoy?(a) H2O, H2S, H2Se                                        the strongest: __________________ (b) I‐, Br‐, Cl‐, F‐ in an aprotic solvent              the strongest: __________________

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FREE Expert Solution

We’re being asked to determine the strongest nucleophile among H2O, H2S, or H2Se in a protic solvent.


Recall that the rules for nucleophile strength are:

1. A negative charge will always be a stronger nucleophile than its neutral counterpart.

2. The bulkier the base, the more basic and less nucleophilic it is.

3. Basicity and nucleophilicity have opposite size trends in polar protic solvents.


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Problem Details

Which one is the strongest nucleophile in each catagoy?

(a) H2O, H2S, H2Se                                        the strongest: __________________

(b) I, Br, Cl, F in an aprotic solvent              the strongest: __________________

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Based on our data, we think this problem is relevant for Professor Daoudi's class at UCF.