Organic Chemistry Reaction Flashcards
(19 cards)
Aldol Condensation
Reagents: Dil. NaOH or KOH
Intermediate: Enolate ion
What Happens: Two aldehyde/ketone molecules condense if they have α-hydrogens.
Product: β-Hydroxy aldehyde/ketone → α,β-unsaturated compound after dehydration
Cannizzaro Reaction
Reagents: Conc. NaOH
Intermediate: Alkoxide ion, carboxylate ion
What Happens: One molecule of non-enolizable aldehyde is reduced, another is oxidized.
Product: Alcohol + Carboxylic acid salt
Friedel–Crafts Alkylation
Reagents: Alkyl halide, anhydrous AlCl₃
Intermediate: Carbocation (R⁺)
What Happens: Alkyl group is introduced into the benzene ring.
Product: Alkylbenzene
Friedel–Crafts Acylation
Reagents: Acyl halide, AlCl₃
Intermediate: Acylium ion (RCO⁺)
What Happens: Acyl group substitutes on benzene ring.
Product: Aromatic ketone (e.g., acetophenone)
Kolbe Reaction
Reagents: Sodium phenoxide, CO₂, H⁺
Intermediate: Resonating phenoxide ion
What Happens: CO₂ adds to ortho-position of phenol.
Product: Salicylic acid
Reimer–Tiemann reaction
Reagents: Phenol, CHCl₃, NaOH
Intermediate: Dichlorocarbene (:CCl₂)
What Happens: Formyl group (-CHO) introduced ortho to –OH.
Product: o-Hydroxybenzaldehyde
Perkin Reaction
Reagents: Aromatic aldehyde, Acetic anhydride, Sodium acetate
Intermediate: Enolate ion
What Happens: Condensation gives α,β-unsaturated acid.
Product: Cinnamic acid-type compound
Hell–Volhard–Zelinsky Reaction (HVZ)
Reagents: Carboxylic acid, Br₂, PBr₃
Intermediate: Acyl bromide and enol
What Happens: α-H of acid replaced with Br.
Product: α-Bromo acid
Gabriel Phthalimide Synthesis
Reagents: Phthalimide, KOH, Alkyl halide
Intermediate: Potassium phthalimide
What Happens: Used to prepare primary amines.
Product: Primary amine (R–NH₂)
Hoffmann Bromamide Degradation
Reagents: Amide, Br₂, NaOH
Intermediate: Isocyanate
What Happens: Amide loses one carbon and forms primary amine.
Product: Primary amine
Carbylamine Reaction
Reagents: CHCl₃, Alcoholic KOH, 1° Amine
Intermediate: Dichlorocarbene
What Happens: Forms foul-smelling isocyanide.
Product: Isocyanide (R–NC)
Sandmeyer Reaction
Reagents: CuCl/CuBr, HCl/HBr, Diazonium salt
Intermediate: Diazonium salt
What Happens: Replaces –N₂⁺ group with Cl, Br, or CN.
Product: Aryl halide or nitrile
Gattermann Reaction
Reagents: Cu powder, HCl, Diazonium salt
Intermediate: Diazonium salt
What Happens: Replaces –N₂⁺ with hydrogen.
Product: Benzene derivative (C₆H₆)
Wurtz Reaction
Reagents: Alkyl halides, Na metal, Dry ether
Intermediate: Free radical
What Happens: Two alkyl halides couple to form a longer chain.
Product: Alkane
Wurtz–Fittig Reaction
Reagents: Aryl halide, Alkyl halide, Na, Dry ether
Intermediate: Free radicals
What Happens: Coupling of aryl and alkyl groups.
Product: Alkyl arene (e.g., toluene)
Beckmann Rearrangement
Reagents: Ketoxime, Acid catalyst (H₂SO₄, PCl₅)
Intermediate: Nitrenium ion
What Happens: Ketoxime rearranges to amide.
Product: Amide
Baeyer–Villiger Oxidation
Reagents: Ketone, Peracid (e.g., mCPBA)
Intermediate: Criegee intermediate
What Happens: Oxygen inserts between carbonyl and alkyl group.
Product: Ester
Pinacol–Pinacolone Rearrangement
Reagents: Pinacol (vicinal diol), H₂SO₄
Intermediate: Carbocation
What Happens: Rearrangement of diol under acid.
Product: Pinacolone (ketone)