Solid-State and Gas-Phase Structures and Energetic Properties of the Dangerous Methyl and Fluoromethyl Nitrates

Reichel, Marco; Krumm, Burkhard; Vishnevskiy, Yury V.; Blomeyer, Sebastian; Schwabedissen, Jan; Stammler, Hans-Georg; Karaghiosoff, Konstantin and Mitzel, Norbert W. (2019): Solid-State and Gas-Phase Structures and Energetic Properties of the Dangerous Methyl and Fluoromethyl Nitrates. In: Angewandte Chemie-International Edition, Vol. 58, No. 51: pp. 18557-18561

Abstract

An improved synthesis of the simplest nitric acid ester, methyl nitrate, and a new synthesis of fluoromethyl nitrate use the metathesis of the corresponding iodomethanes with silver nitrate. Both compounds were identified by spectroscopy and the structures determined for in situ grown crystals by X-ray diffraction as well as in the gas phase by electron diffraction. Fluorination leads to structures with shorter C-O and N-O bonds, has an energetically destabilizing effect and increases friction sensitivity, but decreases detonation performance.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 1433-7851
• Language: English