2-Iodobenzoic acid

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.

2-Iodobenzoic acid

Names
Preferred IUPAC name 2-Iodobenzoic acid
Other names o-Iodobenzoic acid
Identifiers
CAS Number	88-67-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:287979 Y
ChEMBL	ChEMBL112424 Y
ChemSpider	6675 Y
ECHA InfoCard	100.001.682
PubChem CID	6941
UNII	7Q00V80J7Q Y
CompTox Dashboard (EPA)	DTXSID6058976
InChI InChI=1S/C7H5IO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10) Y Key: CJNZAXGUTKBIHP-UHFFFAOYSA-N Y
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). Y verify (what is YN ?) Infobox references

Synthesis

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

Diazo replacement of anthranilic acid.

See also

• 4-Iodobenzoic acid