Trioxymethylene

Physical properties. All colourless. Formaldehyde, HCHO, is a gas, and only its aqueous solution, which has a characteristic pungent odour, is considered metaformaldehyde or trioxymethylene , (CH20)3, is a solid polymer, insoluble in water and ethanol. 

CH2(0CH20N02)2, mw 198.11, N 14.14%, OB to C02 —8.08%, liq. Prepn from formaldehyde or trioxymethylene with mixed acid. Impact sensitivity FI is 6% of PA. Power by lead block test is 148% of PA, and the material is described as not very powerful . Chemically unstable and reactive with moisture Refs 1) Beil — not found 2) Blatt, OSRD 2014(1944)... 

Trioxymethylene, condensation with nitromethane, 41, 67 Triphenylcinnamylphosphonium chloride, from triphenylphosphine and cinnamyl chloride, 40, 36... 

Trioxymethylene from the Eastman Kodak Company was used. 

Trioxymethylene, t407 Tripalmitin, g24 Triphenylmethyl bromide, b440 Triphenyl azide, a310... 

Chemical/Physical. Oxidizes in air to formic acid. Trioxymethylene (polymerization product) may precipitate under cold temperatures (Sax, 1984). Polymerizes easily (Windholz et al., 1983) and is a strong reducing agent (Worthing and Hance, 1991). 

Trimethyl-3-cyclohexene-l-one, see Isophorone Trioxymethylene, see Formaldehyde Tripropylene, see Tetrachloroethylene Tris(2-methyl-2-phenylpropyl)tin hydroxide, see... 

The use of distilled formaldehyde, not formalin, which contains alcohol, is recommended. Freshly prepared paraformaldehyde can also be used, especially if large volumes of fixative are needed for perfusion fixation. To prepare an 8% solution of paraformaldehyde, in a fume hood add 2 g of paraformaldehyde (trioxymethylene) powder to 25 mL of deionized glass-distilled water. With constant stirring, heat solution to 60-70°C. Once the solution has reached the proper temperature, continue to stir for 15 min. The solution will be milky. Add one to two drops of 1 VNaOH, with stirring, until the solution clears. A slight miUdness may persist. Cool and filter through Whatman No. 1 filter paper. This solution should be used the same day that it is prepared. 

In a 5-L, three-necked, round-bottomed flask fitted with a 30-ml. dropping funnel, mechanical stirrer, and thermometer extending down into the liquid is placed a suspension of paraformaldehyde (trioxymethylene, 125 g., 4.16 moles) in freshly distilled (Note 1) nitromethane (2.5 1., 46.6 moles). The suspension is stirred vigorously, and 3N methanolic potassium hydroxide solution is added dropwise from the dropping funnel until, at an apparent pH of 6-8, but closer to pH 8 (pH paper), the paraformaldehyde begins to dissolve and the suspension assumes a clearer appearance. About 10 ml. of the alkaline solution is required, and the addition takes about 10 minutes. About 15-20 minutes after addition of the alkaline solution is complete, the paraformaldehyde dissolves completely. Shortly thereafter, the solution temperature reaches a maximum of 13-14 degrees above room temperature and then slowly drops. Stirring is continued 1 hour after addition of the alkaline solution is complete. 

The treatment of cyanates with organic acids (oxalic acid, for example) in a non-aqueous medium, for instance by grinding the two together, does not result in the decomposition of cyanic acid, but in the formation of a trimer, cyamelide, to which the formula of the trioxymethylene derivative is attributed (I)... 

Iso-amyl alcohol is oxidised to iso-valeric acid, and glycol2 gives glycollic acid, trioxymethylene, and a sugar-like substance. 

Glyoerol3 gives both glyceric aldehyde and trioxymethylene in sulphuric acid with carbon and platinum anodes, but in alkaline solution acrolein and acrylic acid are formed. 

Carbon anode and platinum cathode gave trioxymethylene, formic acid, glyceric acid, a substance similar to glucose, and a resin. 

Methyl-Sulphuric Acid.—This acid, investigated by Renard,4 yielded hydrogen at the negative pole, while formic acid, carbon dioxide, carbon monoxide, and trioxymethylene, besides free sulphuric acid, were found at the positive pole. 

Methyl Alcohol.2—On employing a cherry-red incandescent iron wire, this substance yielded, besides formic acid and a little trioxymethylene, a gas mixture containing about 72 per cent, hydrogen, 20 per cent, carbon monoxide, 6.5 per cent, methane, and traces of carbon dioxide. The figures represent percentages by volume, the same as below. 

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