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Studies on the conversion of PHX to AcAn
"During the recent conflict, cyclotrimethylene triamine, more familiarly known as RDX, was recognized by both the Allies and the enemy as the most powerful explosive available in large quantities. The production of RDX stemmed from two main processes, (a) the Woolich Reaction (1), and (b) the Bachmann or Combination Method (2). The former essentially consisted in reaction between hexamine and fuming nitric acid, while in the latter hexamine is acted upon by nitric acid, ammonium nitrate and acetic anhydride in the presence of acetic acid. Although recent research on the explosive has been concerned mainly with problems of production, a new field in organic chemistry was simultaneously developed, that of the polymethylene nitramines. The mass of data thus accumulated emphasized the frequency of the reaction involving rupture of a methylene carbon-nitrogen bond by "acetyl nitrate", the acetate grouping attaching itself to the carbon and the nitro group to the nitrogen atom. Indeed the mechanisms (3, 4) proposed for the formation of RDX and related compounds generally included this as an essential step. Acetyl nitrate was suggested as the active agent, purely for convenience, but without experimental basis. [...] These considerations made it of interest to attempt a detailed study of the reaction leading to the rupture of the methylene carbon-nitrogen bond. [...]" --
- ""During the recent conflict, cyclotrimethylene triamine, more familiarly known as RDX, was recognized by both the Allies and the enemy as the most powerful explosive available in large quantities. The production of RDX stemmed from two main processes, (a) the Woolich Reaction (1), and (b) the Bachmann or Combination Method (2). The former essentially consisted in reaction between hexamine and fuming nitric acid, while in the latter hexamine is acted upon by nitric acid, ammonium nitrate and acetic anhydride in the presence of acetic acid. Although recent research on the explosive has been concerned mainly with problems of production, a new field in organic chemistry was simultaneously developed, that of the polymethylene nitramines. The mass of data thus accumulated emphasized the frequency of the reaction involving rupture of a methylene carbon-nitrogen bond by "acetyl nitrate", the acetate grouping attaching itself to the carbon and the nitro group to the nitrogen atom. Indeed the mechanisms (3, 4) proposed for the formation of RDX and related compounds generally included this as an essential step. Acetyl nitrate was suggested as the active agent, purely for convenience, but without experimental basis. [...] These considerations made it of interest to attempt a detailed study of the reaction leading to the rupture of the methylene carbon-nitrogen bond. [...]" --"@en
- "Studies on the conversion of PHX to AcAn"@en