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Gas-solid reactions of single crystals: a study of reactions of NH3 and NO2 with single crystalline organic substrates by infrared microspectroscopy

Jenkins, S.L., Almond, M.J., Atkinson, S.D.M., Hollins, P. and Knowles, J.P. (2005) Gas-solid reactions of single crystals: a study of reactions of NH3 and NO2 with single crystalline organic substrates by infrared microspectroscopy. Spectrochimica Acta Part a-Molecular and Biomolecular Spectroscopy, 62 (4-5). pp. 1131-1139. ISSN 1386-1425

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To link to this article DOI: 10.1016/j.saa.2005.03.030

Abstract/Summary

Reaction of single crystals of benzoic and trans-cinnamic acids with 200 Torr pressure of ammonia gas in a sealed glass bulb at 20 degrees C generates the corresponding ammonium salts; there is no sign of any 1:2 adduct as has been reported previously for related systems. Isotopic substitution using ND3 has been used to aid identification of the products. Adipic acid likewise reacts with NH3 gas to form a product in which ammonium salts are formed at both carboxylic acid groups. Reaction of 0.5 Torr pressure of NO2 gas with single crystals of 9-methylanthracene and 9-anthracenemethanol in a flow system generates nitrated products where the nitro group appears to be attached at the 10-position, i.e. the position trans to the methyl or methoxy substituent on the central ring. Isotopic substitution using (NO2)-N-15 has been used to confirm the identity of the bands arising from the coordinated NO2 group. The products formed when single crystals of hydantoin are reacted with NO2 gas under similar conditions depend on the temperature of the reaction. At 20 degrees C, a nitrated product is formed, but at 65 degrees C this gives way to a product containing no nitro groups. The findings show the general applicability of infrared microspectroscopy to a study of gas-solid reactions of organic single crystals. (c) 2005 Elsevier B.V. All rights reserved.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11363
Uncontrolled Keywords:gas-solid reactions, carboxylic acid, hydantoin, solvent-free, nitration, infrared microspectroscopy, Raman microspectroscopy, TRANS-CINNAMIC ACID, ATOMIC-FORCE MICROSCOPY, VIBRATIONAL, MICROSPECTROSCOPY, STATE PHOTODIMERIZATION, MOLECULAR-CRYSTALS, CHLORO-DERIVATIVES, NITROGEN-DIOXIDE, AMMONIA GAS, ANISOTROPY

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