Solubility of cyclonite

Solubility of cyclonite in organic solvents (according to T. Urbanski and... 

The solubility of cyclonite (in g per 100 g of solution) in other solvents as reported by various other authors is given in Table 17. It is insoluble in carbon disulphide, soluble in hot aniline and phenol. 

No explicitly harmful effect has been noticed among workers employed in the production or handling of cyclonite. Its toxicity appears to be considerably limited by its poor solubility which prevents it entering the blood stream. 

L. Desvergnes, Chim Ind (Paris ) 28, 1038-44 (1932) CA 27, 956(1933) (Prepn, solubility other props) 5) A. Izzo, RivArtiglieria-Genio 1932, 373-401 CA 26, 4473(1932) (Prepn, props uses of Cyclonite other expls which can be made in Italy) 6) A. Izzo, IndustriaChimica... 

CA 50, 2172-73 (1956) (Solubilities of Hexogen PETN in ethers of glycols in dimethylform-amide) 127) W.E. Bachmann, USP 2680671 (1954) CA 48, 11062 (1954) (Treatment of the reaction mixt obtd in the prepn of Cyclonite to convert the undesirable by-product to water-sol volatile products) 128) J. Bonnet, Chim Ind(Paris)... 

Cyclonite is a white crystalline solid, m.p. 202°. It is insoluble in water, alcohol, ether, ethyl acetate, petroleum ether, and carbon tetrachloride, very slightly soluble in hot benzene, and soluble 1 part in about 135 parts of boiling xylene. It is readily soluble in hot aniline, phenol, ethyl benzoate, and nitrobenzene, from all of which it crystallizes in needles. It is moderately soluble in hot acetone, about 1 part in 8, and is conveniently recrystallized from this solvent from which it is deposited in beautiful, transparent, sparkling prisms. It dissolves very slowly in cold concentrated sulfuric acid, and the solution decomposes on standing. It dissolves readily in warm nitric acid (1.42 or stronger) and separates only partially again when the liquid is cooled. The chemical reactions of cyclonite indicate that the cyclotrimethylenetri-nitramine formula which Herz suggested for it is probably correct. 

It is practically insoluble in water. Its solubilities in other solvents resemble those of -> Cyclonite. 

If pure octogen free of cyclonite is required, octogen can be obtained due to lower solubility in acetone. By wanning the product with a three times larger quantity of acetone at 40 50 C, all cyclonite passes into the solution. 

In most organic liquids cyclonite dissolves with difficulty. The best solvent, from which it can be crystallized, is acetone. Table 16 contains solubility data for cyclonite (in g per 100 g of solution). 

Since the majority of the chain compounds formed as by-products are more soluble in acetic acid than cyclonite itself, contamination of the latter with these substances may be partly avoided by filtering off the cyclonite from the spent acid. The... 

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