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ELIMINATION REACTIONS
PRESENTED BY:
•Gandham Malasree
•M Pharmacy
•Regd no: 620209502002
•Dept of Pharmaceutical Chemistry
•AU college of Pharmaceutical sciences
ELIMINATION REACTIONS:
• Elimination reactions are exact reverse of addition reactions.
• Its is defined as removal of atom or group of atoms from the adjacent carbon of a
molecule and this leads to the formation of multiple bonds either double bond or
triple bond depending on how many atoms are removing.
• Elimination reactions are endothermic reactions i.e,. These reactions takes place in the
presence of heat.
Elimination reactions
Alpha elimination reactions Beta elimination reactions
1,1-Elimination or α-Elimination:
It is an elimination reaction in which an organic compound loses two ligands from
the same atom .
Alc.KOH
β-Elimination (beta-elimination)
E1 E2 E1cb
Eg; Dehydrohalogenation Of Alkyl Halides
this reaction undergoes two mechanisms i.e., E1 & E2
E2 MECHANISM:
 It is a bimolecular reaction.
 It is a single step process.
 It follows second order kkinetics.
 Rate α [ substrate ] [ Nucleophile].
 1o alkyl halides undergo E2 Mechanism
 E.g., n-propyl bromide
E1 MECHANISM:
 It is an unimolecular reaction.
 It is a two step process.
 It follows first order kkinetics.
 Rate α [ substrate ].
 3oalkyl halides undergo E1 Mechanism
 E.g., 3o butyl bromide
Step 1: Formation of carbocation by ionization
Step 2: Elimination of proton
E1cb reaction :
 It is a unimolecular reaction.
 It is a two step process , it forms carbanion as intermediate which is conjugate base of
starting material.
 It follows second order kinetics.
 Rate α [ substrate ] [ Nucleophile].
 It should have a poor leaving group
 Beta hydrogen is highly acidic in nature.
 It follows Hoffmann rule.
General reaction:
MECHANISM:
Step 1: Formation of carabanion by deprotonation
Step 2: Removal of halide
Type E1 E2 E1cb
Intermediate/
transition state
Carbocation No Intermediate Carbanion
Reactivity order 3∘>2∘>1∘ 3∘>2∘>1∘ 3∘>2∘>1∘
Regioselectivity Saytzeffs Rule Saytzeffs Rule And
Hoffman Rule
Hoffman Rule
Reagent Weak Base
Polar Protic Solvent
Strong Base Aprotic
Solvent
Stereochemistry Non –
Stereospecific
Racemization
Stereospecific
Anti- Elimination
Elimination reactions

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Elimination reactions

  • 1. ELIMINATION REACTIONS PRESENTED BY: •Gandham Malasree •M Pharmacy •Regd no: 620209502002 •Dept of Pharmaceutical Chemistry •AU college of Pharmaceutical sciences
  • 2. ELIMINATION REACTIONS: • Elimination reactions are exact reverse of addition reactions. • Its is defined as removal of atom or group of atoms from the adjacent carbon of a molecule and this leads to the formation of multiple bonds either double bond or triple bond depending on how many atoms are removing. • Elimination reactions are endothermic reactions i.e,. These reactions takes place in the presence of heat. Elimination reactions Alpha elimination reactions Beta elimination reactions
  • 3. 1,1-Elimination or α-Elimination: It is an elimination reaction in which an organic compound loses two ligands from the same atom . Alc.KOH
  • 5. Eg; Dehydrohalogenation Of Alkyl Halides this reaction undergoes two mechanisms i.e., E1 & E2
  • 6. E2 MECHANISM:  It is a bimolecular reaction.  It is a single step process.  It follows second order kkinetics.  Rate α [ substrate ] [ Nucleophile].  1o alkyl halides undergo E2 Mechanism  E.g., n-propyl bromide
  • 7. E1 MECHANISM:  It is an unimolecular reaction.  It is a two step process.  It follows first order kkinetics.  Rate α [ substrate ].  3oalkyl halides undergo E1 Mechanism  E.g., 3o butyl bromide
  • 8. Step 1: Formation of carbocation by ionization
  • 10. E1cb reaction :  It is a unimolecular reaction.  It is a two step process , it forms carbanion as intermediate which is conjugate base of starting material.  It follows second order kinetics.  Rate α [ substrate ] [ Nucleophile].  It should have a poor leaving group  Beta hydrogen is highly acidic in nature.  It follows Hoffmann rule. General reaction:
  • 11. MECHANISM: Step 1: Formation of carabanion by deprotonation Step 2: Removal of halide
  • 12. Type E1 E2 E1cb Intermediate/ transition state Carbocation No Intermediate Carbanion Reactivity order 3∘>2∘>1∘ 3∘>2∘>1∘ 3∘>2∘>1∘ Regioselectivity Saytzeffs Rule Saytzeffs Rule And Hoffman Rule Hoffman Rule Reagent Weak Base Polar Protic Solvent Strong Base Aprotic Solvent Stereochemistry Non – Stereospecific Racemization Stereospecific Anti- Elimination