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Trichlorobenzoic acid

From Wikipedia, the free encyclopedia

Trichlorobenzoic acids (TBAs) are organochlorine compounds, in particular benzoic acids, with the formula C6H2Cl3CO2H. Six constitutional isomers exist, differing in the relative position of the three chlorine substituents around the ring.

Trichlorobenzoic acids
Name 2,3,4-Trichlorobenzoic acid 2,3,5-Trichlorobenzoic acid 2,3,6-Trichlorobenzoic acid 2,4,5-Trichlorobenzoic acid 2,4,6-Trichlorobenzoic acid 3,4,5-Trichlorobenzoic acid
Structure
CAS Registry Number [50-75-9] [50-73-7] [50-31-7] [50-82-8] [50-43-1] [51-39-8]

Preparation and use

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The 2,4,6- isomer is easily produced by deprotonation of 1,3,5-trichlorobenzene followed by reaction with carbon dioxide.[1] Its conversion to 2,4,6-trichlorobenzoyl chloride makes it a key intermediate in the Yamaguchi esterification protocol.

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References

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  1. ^ Kotammagari, Tharun (2014-04-28). "2,4,6-Trichlorobenzoyl Chloride (Yamaguchi Reagent)". Synlett. 25 (9): 1335–1336. doi:10.1055/s-0033-1341245. ISSN 0936-5214.