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The Chemistry of Powder and Explosives - Sciencemadness Dot Org

The Chemistry of Powder and Explosives - Sciencemadness Dot Org

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Butylene Glycol Dinitrate<br />

NITROERYTHRITE 235<br />

Of the four isomeric butylene glycols, the 1,3-compound appears<br />

to be the only one which has attracted any interest as a<br />

raw material for the preparation <strong>of</strong> explosives. Its dinitrate,<br />

either alone or in admixture with nitroglycerin, has been proposed<br />

for use in non-freezing dynamites. 61 <strong>The</strong> preparation <strong>of</strong> the<br />

glycol from acetaldehyde has been suggested, 62 the acetaldehyde<br />

being condensed to aldol <strong>and</strong> the aldol reduced to glycol. Since<br />

acetaldehyde is produced commercially by the catalyzed hydration<br />

<strong>of</strong> acetylene, then butylene glycol-1,3 can be procured by<br />

synthesis from coke.<br />

Coke<br />

CaC2<br />

CHO CHO CHj-OH CH— ONO,<br />

Butylene glycol shows a strong tendency to oxidize during<br />

nitration, <strong>and</strong> ought to be nitrated at a temperature <strong>of</strong> — 5° or<br />

lower. Butylene glycol dinitrate is a colorless liquid, intermediate<br />

in volatility between nitroglycol <strong>and</strong> nitroglycerin, possessing a<br />

specific gravity <strong>of</strong> 1.32 at 15°. It does not freeze at temperatures<br />

as low as —20°. It yields a good gelatin with collodion nitrocotton.<br />

It deflagrates feebly if heated suddenly. It is very insensitive<br />

to mechanical shock but detonates easily by initiation.<br />

Naoum 83 reports that a mixture <strong>of</strong> 75% butylene glycol dinitrate<br />

<strong>and</strong> 25% kieselguhr gave about 240 cc. expansion in the Trauzl<br />

test, <strong>and</strong> that a gelatin containing 90% butylene glycol dinitrate<br />

<strong>and</strong> 10% collodion nitrocotton gave about 370 cc.<br />

Nitroerythrite (Erythritol tetranitrate)<br />

NO2—O—CH2— (CH—ONO2)2—CH2—ONO2<br />

i-Erythrite occurs in algae <strong>and</strong> in lichens. It is a white, crystalline,<br />

sweet-tasting substance, very readily soluble in water, m.p.<br />

120°, b.p. 330°, specific gravity 1.59. <strong>The</strong> tetranitrate is prepared<br />

61 U. S. Pats. 994,841 <strong>and</strong> 994,842 (1911).<br />

62 U. S. Pat. 1,008333 (1911).<br />

63 Op. cit., p. 239.

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