nucleophiles

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5 Terms

1
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strong nucleophiles - Sn2 only

  • -SR

  • -SH

  • -CN

2
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Strong nucleophiles Sn2/E2

  • NH2

  • NHR

  • NR2

  • OR

  • CH3

  • OH

  • CH2CH3

  • Alkynes

  • I-

3
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Moderate nucleophiles- 1°: Sn2 2°: Sn1/E1 3°:Sn2/Sn1/E1

  • H2S

  • R2S

  • RSH
    NH3

  • RNH2

  • R2NH

  • R3N

  • carboxylate ion

4
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weaker nucleophiles - E1 only

  • HSO4

  • SO4

  • NO3

  • ClO4

  • H2PO4

  • HPO4

  • PO4

5
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nonnucleophilic - no reaction

  • NH4+

  • lewis acids

  • any 3° species

  • alkali and alkaline earth metals

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