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A Pseudomonas species which utilized 3-chlorobenzoic acid as a carbon source converted this compound to 3-hydroxybenzoic and 2, 5-dihydroxybenzoic acids. A methanogenic consortium able to use 3-chlorobenzoic acid as its sole energy and carbon source was enriched from anaerobic sewage sludge. A Pseudomonas putida strain 87 capable of assimilating 3-chlorobenzoic acid as a sole source of carbon and energy (3Cba+) was isolated. coupling of 3-chlorobenzoic acid with phenylboronic acid proceeds at room temperature using 0.5 % Pd and at 100°C using 0.1 % Pd to provide the coupled product in 97 % yeild.
N. Walker, D. Harris. Metabolism of 3-chlorobenzoic acid by Azotobacter species. Soil Biology and Biochemistry. 1970, 2(1), 27-32.
Pascale Clément,; Dietmar H. Pieper,; Bernardo González. Molecular characterization of a deletion/duplication rearrangement in tfd genes from Ralstonia eutropha JMP134(pJP4) that improves growth on 3-chlorobenzoic acid but abolishes growth on 2,4-dichlorophenoxyacetic acid. Microbiology,. 2001, 147(8), 2141-2148,o.
The unprotected acid undergoes lithiation at the 2-position with 2.2 moles of s-BuLi in the presence of TMEDA; subsequent reaction with dibromotetrachloroethane provides access to 2-bromo-3-chlorobenzoic acid: Tetrahedron Lett., 36, 881 (1995); Bull. Soc. Chim. Fr., 133, 133 (1996).
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P280g-P305+P351+P338
Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.