The conjugate acid of a particular halide has a pka = 3. a student wants to use this halide in a substitution reaction thinking it will have a good leaving group. can this student use this halide in a substitution reaction?

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16-10-2017
Chemistry

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The conjugate acid of a particular halide has a pka = 3. a student wants to use this halide in a substitution reaction thinking it will have a good leaving group. can this student use this halide in a substitution reaction?

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meerkat18 meerkat18 · Answer 1 · 2017-10-26T15:09:52+02:00

Since the leaving ability of the halide ions increasees as the basicity of the halide decreases.

If the basicity of the halide decreases as the its conjugate acid is strong.

Since the pKa value of conjuage acid of haldie is 3, it is a weak acid. So, it halide is not a good leaving group.

Therefore the answer is No, because a good leaving group is the conjugate base of a strong acid. The halide not acidic enough to be a good leaving group.