2-Iodobenzoic acid

2-Iodobenzoic acid
Names
	Preferred IUPAC name 2-Iodobenzoic acid
	Other names o-Iodobenzoic acid
Identifiers
CAS Number	88-67-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:287979 ;
ChEMBL	ChEMBL112424 ;
ChemSpider	6675 ;
ECHA InfoCard	100.001.682
PubChem CID	6941;
UNII	7Q00V80J7Q ;
CompTox Dashboard (EPA)	DTXSID6058976 ;
	InChI InChI=1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10) Key: CJNZAXGUTKBIHP-UHFFFAOYSA-N ;
	SMILES O=C(O)c1ccccc1I;
Properties
Chemical formula	C7H5IO2
Molar mass	248.018 g/mol
Appearance	white solid
Density	2.25 g/cm3
Melting point	162 °C (324 °F; 435 K)
Related compounds
Related compounds	4-Iodobenzoic acid
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2-Iodobenzoic acid, or o-iodobenzoic acid, is an isomer of iodobenzoic acid.^[1] The synthesis of 2-iodobenzoic acid via the diazotization of anthranilic acid is commonly performed in university organic chemistry labs. One of its most common uses is as a precursor for the preparation of IBX and Dess–Martin periodinane, both used as mild oxidants.

Synthesis

2-Iodobenzoic acid can be synthesized by a Sandmeyer reaction: the diazotization of anthranilic acid followed by a reaction with iodide.

Applications

Some of the known applications of 2-iodobenzoic acid include the following list of agents: mefenamic acid^[2] flufenamic acid^[3]^[4] Moxifetin, Ketoprofen, Chlorprothixene, Benodanil.^[5]

References

↑ "2-Iodobenzoic acid". PubChem. Retrieved 2022-11-27.
↑ Girisha, H. R., Srinivasa, G. R., Gowda, D. C. (May 2006). "A simple and environmentally friendly method for the synthesis of N -phenylanthranilic acid derivatives". Journal of Chemical Research. 2006 (5): 342–344. doi:10.3184/030823406777411098. Retrieved 28 August 2026.
↑ Lednicer, D., Mitscher, L. A. (1977). The organic chemistry of drug synthesis. 1. Wiley. ISBN 9780471521419.
↑ Wilkinson, J. H., Finar, I. L. (1948). "6. A study of the properties of fluorine-substituted 5-aminoacridines and related compounds. Part II. 5-Amino-2-and -4-trifluoromethyl acridines". Journal of the Chemical Society (Resumed): 32. doi:10.1039/jr9480000032. ISSN 0368-1769. Retrieved 28 August 2026.
↑ Nishiyama, Y., Nakamura, M., Misawa, T., Nakagomi, M., Makishima, M., Ishikawa, M., Hashimoto, Y. (May 2014). "Structure–activity relationship-guided development of retinoic acid receptor-related orphan receptor gamma (RORγ)-selective inverse agonists with a phenanthridin-6(5H)-one skeleton from a liver X receptor ligand". Bioorganic & Medicinal Chemistry. 22 (9): 2799–2808. doi:10.1016/j.bmc.2014.03.007. ISSN 0968-0896. Retrieved 28 August 2026.

[1] "2-Iodobenzoic acid". PubChem. Retrieved 2022-11-27.

[2] Girisha, H. R., Srinivasa, G. R., Gowda, D. C. (May 2006). "A simple and environmentally friendly method for the synthesis of N -phenylanthranilic acid derivatives". Journal of Chemical Research. 2006 (5): 342–344. doi:10.3184/030823406777411098. Retrieved 28 August 2026.

[3] Lednicer, D., Mitscher, L. A. (1977). The organic chemistry of drug synthesis. 1. Wiley. ISBN 9780471521419.

[4] Wilkinson, J. H., Finar, I. L. (1948). "6. A study of the properties of fluorine-substituted 5-aminoacridines and related compounds. Part II. 5-Amino-2-and -4-trifluoromethyl acridines". Journal of the Chemical Society (Resumed): 32. doi:10.1039/jr9480000032. ISSN 0368-1769. Retrieved 28 August 2026.

[5] Nishiyama, Y., Nakamura, M., Misawa, T., Nakagomi, M., Makishima, M., Ishikawa, M., Hashimoto, Y. (May 2014). "Structure–activity relationship-guided development of retinoic acid receptor-related orphan receptor gamma (RORγ)-selective inverse agonists with a phenanthridin-6(5H)-one skeleton from a liver X receptor ligand". Bioorganic & Medicinal Chemistry. 22 (9): 2799–2808. doi:10.1016/j.bmc.2014.03.007. ISSN 0968-0896. Retrieved 28 August 2026.

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Synthesis

Applications

See also

References