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International Union of Crystallography, Acta Crystallographica Section E: Crystallographic Communications, 10(79), p. 916-919, 2023

DOI: 10.1107/s2056989023007831

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2,6-Dibromo-3,4,5-trimethoxybenzoic acid

Journal article published in 2023 by Florian Meurer ORCID, Tanya Dimova, Michael Bodensteiner ORCID, Iliyan Kolev
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The title compound, 2,6-dibromo-3,4,5-trimethoxybenzoic acid (DBrTMBA), C10H10Br2O5, was obtained by bromination and transhalogenation of 2-iodo-3,4,5-trimethoxybenzoic acid with KBrO3. Like the previously reported 2,6-diiodo-3,4,5-trimethoxybenzoic acid (DITMBA), the structure of the title compound features a catemeric arrangement of DBrTMBA molecules along an endless chain of carboxylic H–carbonyl interactions. A short carbonyl–phenyl contact hints at a possible lone pair(O)–π-hole interaction further stabilizing the chain-like structure over a dimeric arrangement of the carboxylic acid.