Substitution/elimination

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14 Terms

1
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primary with a strong base/weak nucleophile (ex: bulky)

E2

2
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secondary with a strong base/weak nucleophile (ex: bulky)

E2

3
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tertiary with a strong base/weak nucleophile (ex: bulky)

E2

4
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primary with a strong base (pka>12)/strong nucleophile ex: HO-, MeO-

SN2 for the most part

5
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secondary with a strong base (pka>12)/strong nucleophile ex: HO-, MeO-

E2

6
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tertiary with a strong base (pka>12)/strong nucleophile ex: HO-, MeO-

E2

7
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primary with a weak base/strong nucleophile (ex: I-) pKa<12

SN2

8
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secondary with a weak base/strong nucleophile (ex: I-) pKa<12

SN2

9
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tertiary with a weak base/strong nucleophile (ex: I-) pKa<12

SN1

10
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tertiary with a weak base/weak nucleophile (ex: CH3OH)

SN1, E1 if high temp

11
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SN2 product stereochemistry

only inverted product formed R→S

12
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E2 product stereochemistry

both E and Z are formed unless the B carbon where the hydrogen is removed only has one hydrogen

13
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SN1 product stereochemistry

both S and R are formed with generally more inverted product

14
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E1 product stereochemistry

both E and Z formed (with more of the largest groups on opposite sides of the double bond)