The alleged condensation of cellulose nitrate with sodium acetylide.

• Main Author: Moulds, Gordon. M.
• Other Authors: Purves, C. (Supervisor)
• Format: Others
• Language: en
• Published: McGill University 1953
• Subjects: Chemistry.
• Online Access: http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=109707

The condensation of alkyl halides, sulphates and sulphonates with sodium acetylide in liquid ammonia to give compounds of the type R-CH2-CSO-H has been frequently studied, but the only case involving the condensation of nitrates was reported by Scherer and Saule. These authors claimed that a commercial cellulose "dinitrate" ( N, 11.9% ) yielded an acetylide which retained a small amount of nitrate groups and also contained amino groups derived from by-product sodamide. Segall, in a Ph.D. thesis submitted to this University in 1946, showed that hydroxylamlne or O-methyl hydroxylamine in pyridine reacted with cellulose trinitrate in pyridine to yield a white fibrous material approximating cellulose dinitrate in composition, and which was unusually stable to bases.