Aldol condensation
Carbonyl enolate addition followed by dehydration to form alpha,beta-unsaturated carbonyl compounds.
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Carbonyl enolate addition followed by dehydration to form alpha,beta-unsaturated carbonyl compounds.
Open guideConversion of aldehydes or ketones to alkenes using phosphonium ylides.
Open guideCarbon-carbon bond formation using organomagnesium reagents and carbonyl electrophiles.
Open guidePalladium-catalyzed coupling of aryl halides and boronic acids to form biaryls.
Open guidePalladium-catalyzed arylation or vinylation of alkenes.
Open guideElectrophilic aromatic substitution that installs an acyl group on an aromatic ring.
Open guideConcerted cycloaddition between a conjugated diene and dienophile to form cyclohexenes.
Open guideEvery curly-arrow step, checked electron by electron, with conditions, JEE/NEET notes and a button that opens the complete mechanism in MolDraw.
The Reimer–Tiemann reaction turns phenol into salicylaldehyde (2-hydroxybenzaldehyde) with chloroform and aqueous sodium hydroxide.
Mechanism guideIn the Kolbe–Schmitt reaction (often called the Kolbe reaction in Indian syllabuses) sodium phenoxide is heated with carbon dioxide under pressure.
Mechanism guideThe Hofmann bromamide reaction converts a primary amide into a primary amine with one carbon fewer, using bromine and sodium hydroxide.
Mechanism guideThe Sandmeyer reaction replaces the diazonium group of an arenediazonium salt by Cl, Br or CN using the copper(I) salt.
Mechanism guideThe Gabriel synthesis makes pure primary amines.
Mechanism guideThe Williamson ether synthesis makes ethers by an SN2 reaction between an alkoxide (or phenoxide) and a methyl or primary alkyl halide.
Mechanism guideIn the Cannizzaro reaction an aldehyde without α-hydrogens (HCHO, benzaldehyde, pivalaldehyde) disproportionates in concentrated base: one molecule is oxidised to the carboxylate and another is reduced to the alcohol.
Mechanism guideThe Wolff–Kishner reduction converts the C=O of an aldehyde or ketone into CH₂.
Mechanism guideThe Hell–Volhard–Zelinsky (HVZ) reaction brominates a carboxylic acid at the α-carbon.
Mechanism guideMethyl ketones (CH₃CO–) and alcohols that oxidise to them (CH₃CH(OH)–) react with iodine and sodium hydroxide to give a yellow precipitate of iodoform, CHI₃.
Mechanism guideDiazotization converts a primary aromatic amine into an arenediazonium salt with sodium nitrite and a mineral acid at 0–5 °C.
Mechanism guideIn azo coupling an arenediazonium ion acts as a weak electrophile towards strongly activated rings — phenoxides and anilines.
Mechanism guideThe Claisen condensation joins two ester molecules into a β-keto ester.
Mechanism guideIn the Beckmann rearrangement a ketoxime is converted into an amide by acid (H₂SO₄, PCl₅, SOCl₂, polyphosphoric acid).
Mechanism guidePinacol (2,3-dimethylbutane-2,3-diol) rearranges in acid to pinacolone (3,3-dimethylbutan-2-one).
Mechanism guideThe Baeyer–Villiger oxidation inserts an oxygen atom between a carbonyl carbon and one of its neighbours, turning ketones into esters and cyclic ketones into lactones.
Mechanism guideIn the benzoin condensation two molecules of an aromatic aldehyde join to form an α-hydroxy ketone (benzoin) under catalysis by cyanide.
Mechanism guideHydroboration–oxidation converts an alkene into an alcohol with the OH on the less substituted carbon (anti-Markovnikov) and with syn addition of H and OH.
Mechanism guideOzonolysis cleaves a carbon–carbon double bond into two carbonyl groups.
Mechanism guideThe Swern oxidation turns primary alcohols into aldehydes and secondary alcohols into ketones without over-oxidation or heavy metals.
Mechanism guideThe Mitsunobu reaction converts an alcohol into an ester (or ether, imide, azide) with clean inversion at the alcohol carbon.
Mechanism guideIn the Curtius rearrangement an acyl azide loses nitrogen on heating while its R group moves from carbon to nitrogen, giving an isocyanate.
Mechanism guideFriedel–Crafts alkylation attaches an alkyl group to an aromatic ring using an alkyl halide and a Lewis acid such as AlCl₃.
Mechanism guideThe Michael addition is the conjugate (1,4-) addition of a stabilised carbanion — a malonate, β-keto ester or nitroalkane anion — to the β-carbon of an α,β-unsaturated carbonyl compound.
Mechanism guide