Nucleophiles and Bases to Memorize

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Last updated 4:57 AM on 10/19/26
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19 Terms

1
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Halide Anions

Strong Nucleophile/Weak Base (SN2)

2
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Azide (N3-)

Strong Nucleophile/Weak Base (SN2)

3
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H2S or HS

Strong Nucleophile/Weak Base (SN2)

4
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PR3

Strong Nucleophile/Weak Base (SN2)

5
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Carbanions

Strong Nucleophile/Strong Base (SN2 or E2)

6
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OH-

Strong Nucleophile/Strong Base (SN2 or E2)

7
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-NH2

Better BASE

8
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-OCH3

Better BASE (SN2 or E2)

9
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-OCH2CH3

Better BASE (SN2 or E2)

10
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NaH

Weak Nucleophile/Strong Base (E2)

11
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MeO-

Strong Nucleophile/Strong Base (SN2 or E2)

12
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EtO-

Strong Nucleophile and Strong Base (SN2 or E2)

13
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CN-

Strong Nucleophile/Weak Base (SN2)

14
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H2O

Weak Nucleophile/Weak Base (SN1)

15
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R-OH (Alcohol)

Weak Nucleophile/Weak Base (SN1)

16
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LDA (lithium diisopropylamide)

Strong Bulky Base (E2)

17
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KOtBu (tert-butoxide)

Strong Bulky Base (E2)

18
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triethylamine

Strong Bulky Base (E2)

19
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2,6-dimethylpyridine

Strong Bulky Base (E2)