9734. s-Trioxane

Nomenclature

CAS number: 110-88-3
1,3,5-Trioxane; 1,3,5-trioxacyclohexane; metaformaldehyde; trioxymethylene.
C3H6O3; mol wt 90.08.
C 40.00%, H 6.71%, O 53.28%.

Description and references

Review: Walker, Carlisle, Chem. Eng. News 21, 1250 (1943).

Chemical structure

Properties

Stable, cyclic trimer of formaldehyde possessing characteristic chloroform-like odor. Crystalline solid, mp 64°, bp759 114.5° without dec. Sublimes readily. Easily sol in water (17.2 g/100 ml at 18°, 21.1 g/100 ml at 25°), alcohols, ketones, ether, acetone, chlorinated and aromatic hydrocarbons, and other organic solvents. Only slightly sol in pentane, petroleum ether, and lower paraffins. d65 1.17. Flash pt 45°C. On distillation with water, forms an azeotrope boiling at 91.4° containing approx 70% trioxane by wt. Slowly depolymerized by strong acids in aq soln, but inert to alkalies. In non-aqueous systems, readily converted to monomeric formaldehyde by small concentrations of strong acids at a rate determined by the acid concentration.