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Updated: Aug 24, 2026

Elucidating the Metabolism of 2,4-Dibromophenol in Plants
Published on: February 10, 2023
2,4-dimethoxybenzoic acid and 2,5-dimethoxybenzoic acid
Dewey H Barich1, Mark T Zell, Douglas R Powell
1Department of Pharmaceutical Chemistry, University of Kansas, 2095 Constant Ave, Lawrence, KS 66047, USA.
Abstract:
The title compounds (both C(9)H(10)O(4)) have nearly planar structures, and the methyl and/or carboxylic acid groups lie out of the molecular plane, as dictated by steric interactions. 2,5-Dimethoxybenzoic acid (2,5-DMBA) forms an unusual intramolecular hydrogen bond between the carboxylic acid group and the O atom of the methoxy group in the 2-position [O.O = 2.547 (2) A and O-H.O = 154 (3) degrees ]. 2,4-DMBA forms a typical hydrogen-bond dimer with a neighboring molecule.
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