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Formaldehyde forms cross-links by first combining with a protein to form methylol, which loses a water molecule to form a Schiff base. [47] The Schiff base can then react with DNA or protein to create a cross-linked product. [47] This reaction is the basis for the most common process of chemical fixation.
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.
The reaction is generally performed in an aqueous solution at close to boiling. The first methylation of the amine begins with imine formation with formaldehyde. The formic acid acts as a source of hydride and reduces the imine to a secondary amine. Loss of carbon dioxide gas renders the reaction irreversible. Despite being more hindered, the ...
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 ...
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.
Under acidic conditions water binds to the surface with the irreversible removal of one electron and one proton to form a platinum hydroxide. [4] In an alkaline solution a reversible binding of hydroxide ion coupled to a one electron oxidation is thought to precede a turnover-limiting electrochemical step involving the removal of one proton and ...
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.
Mechanism for acid-catalyzed hydrolysis of an amide. Upon hydrolysis, an amide converts into a carboxylic acid and an amine or ammonia (which in the presence of acid are immediately converted to ammonium salts). One of the two oxygen groups on the carboxylic acid are derived from a water molecule and the amine (or ammonia) gains the hydrogen ion.