2-Iodoxybenzoic acid

2-Iodoxybenzoic acid
Names
	Preferred IUPAC name 1-Hydroxy-1λ5,2-benziodoxole-1,3-dione
	Other names 1-Hydroxy-1λ3,2-benziodoxol-3(1H)-one 1-oxide
Identifiers
CAS Number	61717-82-6 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	976364
ChEBI	CHEBI:52701 ;
ChEMBL	ChEMBL118857 ;
ChemSpider	300947 ;
ECHA InfoCard	100.157.592
PubChem CID	339496;
UNII	3K0C43POH0;
CompTox Dashboard (EPA)	DTXSID00210723 ;
	InChI InChI=1S/C7H5IO4/c9-7-5-3-1-2-4-6(5)8(10,11)12-7/h1-4H,(H,10,11) Key: CQMJEZQEVXQEJB-UHFFFAOYSA-N ; InChI=1/C7H5IO4/c9-7-5-3-1-2-4-6(5)8(10,11)12-7/h1-4H,(H,10,11) Key: CQMJEZQEVXQEJB-UHFFFAOYAL;
	SMILES O=C1OI(=O)(O)c2ccccc12; c1ccc2c(c1)C(=O)OI2(=O)O;
Properties
Chemical formula	C7H5IO4
Molar mass	280.02 g/mol
Melting point	233 °C (decomposes)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314, H315, H319, H335
Precautionary statements	P260, P261, P264, P271, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
	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-Iodoxybenzoic acid (IBX) is an organic compound used in organic synthesis as an oxidizing agent. This periodinane is especially suited to oxidize alcohols to aldehydes. IBX is most often prepared from 2-iodobenzoic acid and a strong oxidant such as potassium bromate and sulfuric acid, or more commonly, oxone. One of the main drawbacks of IBX is its limited solubility; IBX is insoluble in many common organic solvents. IBX is an impact- and heat-sensitive explosive (>200°C). Commercial IBX is stabilized by carboxylic acids such as benzoic acid and isophthalic acid.