Substitution & Elimination

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17 Terms

1
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H2O

weak base, weak nucleophile: Sn2 and E1 on Tertiary Carbons

2
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HO—R

weak base, weak nucleophile: Sn2 and E1 on tertiary carbons

3
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HS—R

weak base, weak nucleophile: Sn2 and E1 on tertiary carbons

4
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KOtBu

Strong base, weak nucleophile: E2 on primary, secondary and tertiary carbons

5
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DBU

Strong base, weak nucleophile: E2 on primary, secondary, and tertiary carbons

6
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DBN

Strong base, weak nucleophile: E2 on primary, secondary, and tertiary carbons

7
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LDA

Strong base, weak nucleophile: E2 on primary, secondary, and tertiary carbons

8
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NaH

Strong base, weak nucleophile: E2 on primary, secondary, and tertiary carbons

9
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SH-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

10
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SR-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

11
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CN-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

12
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I-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

13
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Br-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

14
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Cl-

Weak base, strong nucleophile: SN2 & E2 on methyl, primary, & secondary, SN1 on tertiary

15
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OH-

Strong base and strong nucleophile, SN2 on methyl and primary, E2 on secondary and tertiary

16
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NH2-

Strong base and strong nucleophile, SN2 on methyl and primary, E2 on secondary and tertiary

17
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acetylide

Strong base and strong nucleophile, SN2 on methyl and primary, E2 on secondary and tertiary