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Food formaldehyde generally occurs in a bound form and formaldehyde is unstable in an aqueous solution. [ 66 ] In humans, ingestion of as little as 30 millilitres (1.0 US fl oz) of 37% formaldehyde solution can cause death.
The Schiff base is an electrophile which reacts in a second step in an electrophilic addition with an enol formed from a carbonyl compound containing an acidic alpha-proton. The Mannich reaction is a condensation reaction. [4]: 140 In the Mannich reaction, primary or secondary amines or ammonia react with formaldehyde to form a Schiff base ...
Aldehydes (except those without an alpha carbon, or without protons on the alpha carbon, such as formaldehyde and benzaldehyde) can exist in either the keto or the enol tautomer. Keto–enol tautomerism is catalyzed by either acid or base. In neutral solution, the enol is the minority tautomer, reversing several times per second. [15]
Phenol-formaldehyde resins, as a group, are formed by a step-growth polymerization reaction that can be either acid- or base-catalysed.Since formaldehyde exists predominantly in solution as a dynamic equilibrium of methylene glycol oligomers, the concentration of the reactive form of formaldehyde depends on temperature and pH.
Paraformaldehyde can be depolymerized to formaldehyde gas by dry heating [2] and to formaldehyde solution by water in the presence of a base, an acid or heat. The high purity formaldehyde solutions obtained in this way are used as a fixative for microscopy and histology. The resulting formaldehyde gas from dry heating paraformaldehyde is flammable.
The Eschweiler–Clarke reaction (also called the Eschweiler–Clarke methylation) is a chemical reaction whereby a primary (or secondary) amine is methylated using excess formic acid and formaldehyde. [1] [2] Reductive amination reactions such as this one will not produce quaternary ammonium salts, but instead will stop at the tertiary amine ...
On it, two chemical reactions simultaneously produce formaldehyde: the one shown above, and the dehydrogenation reaction: CH 3 OH → H 2 CO + H 2. Further oxidation of the formaldehyde product during its production usually gives formic acid that is found in formaldehyde solution, found in parts per million values.
Salicylaldehyde is produced by condensation of phenol with formaldehyde to give hydroxybenzyl alcohol, which is oxidized to the aldehyde. [4] Salicylaldehydes in general are prepared by ortho-selective formylation reactions from the corresponding phenol, for instance by the Duff reaction, Reimer–Tiemann reaction, or by treatment with paraformaldehyde in the presence of magnesium chloride and ...