InterviewSolution
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InterviewSolution
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Poor leaving group in nucleophilic substitutions reaction |
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Answer» A leaving group is a nucleophile acting in reverse; it accepts a lone pair as the bond between it and its neighbor (usually carbon for our purposes) is broken.So what makes a good leaving group?The “happier” and more STABLE that lone pair is, the better a leaving group it will be. The most predictive rule for leaving group ability is….Good leaving groups are weak bases.Why?THINK about the DISSOCIATION of an acid H–A to give H+ and A– . The species A– is the CONJUGATE base of HA. It accepts a pair of electrons from the H-A bond. It’s a base acting in reverse.The more stable A- is, the greater the equilibrium constant will be that favors dissociation to give A- . |
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