mechanisms Flashcards

1
Q

SN1 Reaction (Substitution Nucleophilic Unimolecular)

A
  • Reactants: Alkyl halide (R-X) + Nucleophile
  • Products: Substituted compound (R-Nu) + Halide ion (X-)
  • Conditions: Polar protic solvent (e.g., water, ethanol), weak nucleophile
  • Mechanism: Two-step mechanism (formation of a carbocation, nucleophile attacks carbocation)
  • Key Feature: Rate depends on the alkyl halide (1st order reaction)
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2
Q

SN2 Reaction (Substitution Nucleophilic Bimolecular)

A
  • Reactants: Alkyl halide (R-X) + Strong nucleophile
  • Products: Substituted compound (R-Nu) + Halide ion (X-)
  • Conditions: Polar aprotic solvent (e.g., acetone, DMSO)
  • Mechanism: One-step mechanism (nucleophile attacks from the back, displacing the leaving group)
  • Key Feature: Rate depends on both nucleophile and alkyl halide (2nd order reaction)
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3
Q

E1 Reaction (Elimination Unimolecular)

A
  • Reactants: Alkyl halide (R-X) + Base
  • Products: Alkene + Halide ion (X-)
  • Conditions: Polar protic solvent, weak base
  • Mechanism: Two-step mechanism (formation of a carbocation, base removes a proton, forming double bond)
  • Key Feature: Forms more substituted (stable) alkene (Zaitsev’s rule)
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4
Q

E2 Reaction (Elimination Bimolecular)

A
  • Reactants: Alkyl halide (R-X) + Strong base
  • Products: Alkene + Halide ion (X-)
  • Conditions: Strong base, polar aprotic solvent
  • Mechanism: One-step mechanism (concerted loss of a proton and leaving group)
  • Key Feature: Forms more substituted alkene (Zaitsev’s rule)
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5
Q

Hydration of Alkenes

A
  • Reactants: Alkene + Water (H2O)
  • Products: Alcohol
  • Conditions: Acid catalyst (H+), heat
  • Mechanism: Electrophilic addition (protonation of alkene, nucleophilic attack by water, deprotonation to form alcohol)
  • Key Feature: Follows Markovnikov’s rule (adds OH to more substituted carbon)
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6
Q

Hydrohalogenation of Alkenes

A
  • Reactants: Alkene + HX (HCl, HBr, etc.)
  • Products: Alkyl halide (R-X)
  • Conditions: No catalyst required, room temperature
  • Mechanism: Electrophilic addition (protonation of alkene, halide attacks carbocation)
  • Key Feature: Follows Markovnikov’s rule (X adds to more substituted carbon)
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7
Q

Oxidation of Alcohols

A
  • Reactants: Primary or Secondary Alcohol + Oxidizing agent (e.g., KMnO4, CrO3)
  • Products: Primary alcohols → Aldehydes → Carboxylic acids; Secondary alcohols → Ketones
  • Conditions: Acidic or basic medium
  • Mechanism: Removal of H from OH group, formation of carbonyl group
  • Key Feature: Tertiary alcohols do not oxidize
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8
Q

Nitration of Benzene

A
  • Reactants: Benzene + HNO3 (Nitric Acid)
  • Products: Nitrobenzene + Water
  • Conditions: Concentrated H2SO4 (sulfuric acid) as catalyst, heat
  • Mechanism: Electrophilic aromatic substitution (formation of nitronium ion, attack on benzene, proton loss)
  • Key Feature: Substitution at ortho/para positions if other groups are present
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9
Q

Aldol Condensation

A
  • Reactants: Aldehyde or Ketone with α-hydrogen + Base (e.g., NaOH)
  • Products: β-hydroxyaldehyde or β-hydroxyketone (Aldol product), followed by dehydration to form an α,β-unsaturated aldehyde or ketone
  • Conditions: Basic medium, heat
  • Mechanism: Enolate formation, nucleophilic attack on carbonyl carbon, dehydration
  • Key Feature: Forms a conjugated system after dehydration
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