Chemists tend to prefer 1,3,5-trioxane over paraformaldehyde for practical reasons. As a polymer, paraformaldehyde is fairly...
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Chemists tend to prefer 1,3,5-trioxane over paraformaldehyde for practical reasons. As a polymer, paraformaldehyde is fairly insoluble in most solvents whereas 1,3,5-trioxane dissolves in a variety of common organic solvents. Addition of a catalytic amount of acid to the solution is usually necessary. (i) Suggest a reasonable mechanism for the formation of 1,3,5-trioxane from formaldehyde. You may assume that water is present. 3 marks (ii) Suggest a reasonable mechanism for the formation of 1,3-dioxolane from 1,3,5-trioxane and 1,2- ethanediol in the presence of catalytic acid. 4 marks You may use H as a generic acid. The solvent is 1,2-ethanediol. Chemists tend to prefer 1,3,5-trioxane over paraformaldehyde for practical reasons. As a polymer, paraformaldehyde is fairly insoluble in most solvents whereas 1,3,5-trioxane dissolves in a variety of common organic solvents. Addition of a catalytic amount of acid to the solution is usually necessary. (i) Suggest a reasonable mechanism for the formation of 1,3,5-trioxane from formaldehyde. You may assume that water is present. 3 marks (ii) Suggest a reasonable mechanism for the formation of 1,3-dioxolane from 1,3,5-trioxane and 1,2- ethanediol in the presence of catalytic acid. 4 marks You may use H as a generic acid. The solvent is 1,2-ethanediol.
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