Nucleophile/Base

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4 Terms

1
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What makes a good nucleophile?

1) negative charge

2) low EN

3) bigger atom

4) polar protic —> Nu increases down; polar aprotic Nu increases up

5) less bulky

2
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What makes a good leaving good?

1) weak base

2) conjugate of strong acid

3) weaker base than the nucleophile/base

3
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If you have a bad leaving good, what can you do?

convert it into their conjugate acid through addition of a strong acid (or Lewis acid)

4
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What reaction mechanism does polar aprotic solvents favor?

SN2