Synthesis Elimination and Substitution

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Last updated 2:45 PM on 9/17/26
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4 Terms

1
New cards

SN2

  • preference

  • nucleophile

  • elimination or substitution

  • stereochemistry

  • notes


STEPS:

1 > 2

Strong nucleophile

substitution

Inversion

One step, Backside attack


STEPS:

nucleophile attacks, kicks of LG, inversion

<p>1 &gt; 2</p><p>Strong nucleophile</p><p>substitution</p><p>Inversion</p><p>One step, Backside attack</p><p></p><p>STEPS:</p><p>nucleophile attacks, kicks of LG, inversion</p>
2
New cards

SN1

  • preference

  • nucleophile

  • elimination or substitution

  • stereochemistry

  • notes

STEPS:


3 >2

weak nucleophile

substitution

racemic mixture

two step, carbocation intermediate (rearranngement)

STEPS:


LG leaves, carbocation, Nucleophile attacks

<p>3 &gt;2</p><p>weak nucleophile</p><p>substitution</p><p>racemic mixture</p><p>two step, carbocation intermediate (rearranngement)</p><p>STEPS:</p><p></p><p>LG leaves, carbocation, Nucleophile attacks</p>
3
New cards

E2

  • preference

  • nucleophile

  • elimination or substitution

  • stereochemistry

  • notes


STEPS:

1-3

Strong base (small or bulky)

elimination = alkene

antiperiplanar

one step

STEPS:


deprotonation of H APP to LG, alkene formed, LG Leaves

<p>1-3</p><p>Strong base (small or bulky)</p><p>elimination = alkene</p><p>antiperiplanar</p><p>one step</p><p>STEPS:</p><p></p><p>deprotonation of H APP to LG, alkene formed, LG Leaves</p>
4
New cards

E1

  • preference

  • nucleophile

  • elimination or substitution

  • stereochemistry

  • notes


STEPS:

3>2

Weak base

elimination

Racemic if chiral

Zaitsef product


STEPS:

LG leaves, carbocation, deprotonation, alkene

<p>3&gt;2</p><p>Weak base</p><p>elimination</p><p>Racemic if chiral</p><p>Zaitsef product</p><p></p><p>STEPS:</p><p>LG leaves, carbocation, deprotonation, alkene </p>