Problem: Rank the following in decreasing order of leaving group ability.a) I > III > IV > IIb) I > III > II > IVc) III > II > I > IVd) II > I > III > IV

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We’re being asked to rank the given leaving groups in decreasing order of leaving group ability.



Recall that leaving group ability depends on the stability of a leaving group after gaining a negative charge. This means the factors affecting acidity can be applied as well to leaving groups.


Also, recall that the good leaving groups discussed previously are:

1. Halides

2. Sulfonate Esters

3. Water


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Problem Details

Rank the following in decreasing order of leaving group ability.

a) I > III > IV > II

b) I > III > II > IV

c) III > II > I > IV

d) II > I > III > IV

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Our tutors have indicated that to solve this problem you will need to apply the Leaving Groups concept. You can view video lessons to learn Leaving Groups. Or if you need more Leaving Groups practice, you can also practice Leaving Groups practice problems.

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