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)
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)
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)
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)
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)
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)
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
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
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