CHEM231: Electrophiles and Nucleophiles

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5 Terms

1
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Good Leaving Groups

OTf

OMs

OTs

I

Br

Cl

2
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Bad Leaving Groups

F

SR

OH

OR

NH2

3
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Strong Nucleophile/Weak Base

X- = F-, Cl-, Br-, I-

CN-

OAc-

N3

4
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Weak Nucleophile /Strong Base

KotBU-

LDA

5
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Strong Nucleophiles

Negative charge, lone pair, or more polarizable (NOT STABILIZED BY ARIO)