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2. Ninhydrin - Wikipedia

   en.wikipedia.org/wiki/Ninhydrin

   Ninhydrin exists in equilibrium with the triketone indane-1,2,3-trione, which reacts readily with nucleophiles (including water). Whereas for most carbonyl compounds, a carbonyl form is more stable than a product of water addition (hydrate), ninhydrin forms a stable hydrate of the central carbon because of the destabilizing effect of the ...

3. Bucherer–Bergs reaction - Wikipedia

   en.wikipedia.org/wiki/Bucherer–Bergs_reaction

   One variation of the Bucherer–Bergs reaction is the treatment of carbonyl compound with carbon disulfide and ammonium cyanide in methanol solution to form 2,4-dithiohydantoins. [8] In addition, the reaction of ketones with ammonium monothiocarbamate and sodium cyanide will yield 5,5-disubstituted 4-thiohydantoins.

4. Phosgene - Wikipedia

   en.wikipedia.org/wiki/Phosgene

   The C=O distance is 1.18 Å, the C−Cl distance is 1.74 Å and the Cl−C−Cl angle is 111.8°. [10] Phosgene is a carbon oxohalide and it can be considered one of the simplest acyl chlorides, being formally derived from carbonic acid.

5. Methylation - Wikipedia

   en.wikipedia.org/wiki/Methylation

   For example, a carboxylate may be methylated on oxygen to give a methyl ester; an alkoxide salt RO − may be likewise methylated to give an ether, ROCH 3; or a ketone enolate may be methylated on carbon to produce a new ketone. The Purdie methylation is a specific for the methylation at oxygen of carbohydrates using iodomethane and silver ...

6. Carbonylation - Wikipedia

   en.wikipedia.org/wiki/Carbonylation

   This method is used to produce propionic acid from ethylene using nickel carbonyl as the catalyst: [2] The above reaction is also referred to as hydroxycarbonylation, in which case hydrocarboxylation refers to the same net converstion but using carbon dioxide in place of CO and H 2 in place of water: [8]

7. Pinacol coupling reaction - Wikipedia

   en.wikipedia.org/wiki/Pinacol_coupling_reaction

   The pinacol reaction is extremely well-studied and tolerates many different reductants, including electrochemical syntheses.Variants are known for homo- and cross-coupling, intra- and inter-molecular reactions with appropriate diastereo- or enantioselectivity; [2] as of 2006, the only unsettled frontier was enantioselective cross-coupling of aliphatic aldehydes. [3]

8. Carbonic acid - Wikipedia

   en.wikipedia.org/wiki/Carbonic_acid

   In even a slight presence of water, carbonic acid dehydrates to carbon dioxide and water, which then catalyzes further decomposition. [6] For this reason, carbon dioxide can be considered the carbonic acid anhydride. The hydration equilibrium constant at 25 °C is [H 2 CO 3]/[CO 2] ≈ 1.7×10 −3 in pure water [12] and ≈ 1.2×10 −3 in ...

9. Hydrogen auto-transfer - Wikipedia

   en.wikipedia.org/wiki/Hydrogen_auto-transfer

   [1] [2] Mechanism of one type of carbonyl addition hydrogen auto-transfer reaction involving hydrometalation (step 2). [ 3 ] Hydrogen auto-transfer , also known as borrowing hydrogen , is the activation of a chemical reaction by temporary transfer of two hydrogen atoms from the reactant to a catalyst and return of those hydrogen atoms back to a ...