Nucleophiles and Bases

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14 Terms

1
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C-, N-, O-, charge trapped

Good Nucleophile Strong Base

2
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OH-, OR-, NR2-, -C-=CR

Good Nucleophile Strong base

3
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O-. C-, N-, charge delocalized

Good Nucleophile Weak Base

4
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Bulky Atoms

T-Butoxide, LDA

5
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-OC(CH3)3, -NC2(CH3)4

Poor Nucleophile, Strong Base

6
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H2O, Neutral O Species, HOCH3

Bad Nu, Weak Base

7
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Poor Nu Weak Base - 2*, 3*

Sn1/E1 Reaction

8
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Poor Nu Weak Base - Below 2*

No reaction

9
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Good Nu Weak Base - 3*

Sn1/E1G

10
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Good Nu Weak Base - Below 3*

Sn2

11
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Good Nu Strong Base - methyl/1* unhindered

Sn2

12
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Good Nu Strong base - everything else

E2

13
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Poor Nu Strong Base - methyl

Sn2

14
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Poor Nu Strong Base

E2