Peroxybenzoic acid

Peroxybenzoic acid
Skeletal formula	Ball-and-stick model
Names
	Preferred IUPAC name Benzenecarboperoxoic acid
	Systematic IUPAC name Oxobenzoic acid; Oxidobenzoic acid
	Other names Peroxybenzoic acid; Perbenzoic acid; Benzoperoxoic acid; Hydroxy benzoate; Benzoyl hydroperoxide
Identifiers
CAS Number	93-59-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	456283 ;
ECHA InfoCard	100.002.056
EC Number	202-260-2;
MeSH	C017611
PubChem CID	523077;
UNII	C0EZ97V99I ;
CompTox Dashboard (EPA)	DTXSID10239223 ;
	InChI InChI=1S/C7H6O3/c8-7(10-9)6-4-2-1-3-5-6/h1-5,9H Key: XCRBXWCUXJNEFX-UHFFFAOYSA-N ; InChI=1/C7H6O3/c8-7(10-9)6-4-2-1-3-5-6/h1-5,9H Key: XCRBXWCUXJNEFX-UHFFFAOYAA;
	SMILES OOC(=O)c1ccccc1;
Properties
Chemical formula	C7H6O3
Molar mass	138.12 g/mol
Melting point	41 to 42 °C (106 to 108 °F; 314 to 315 K)
Acidity (pKa)	7.8
Related compounds
Related compounds	m-Chloroperoxybenzoic acid; Hydrogen peroxide; Benzoic 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

Peroxybenzoic acid is an organic compound with the formula C₆H₅CO₃H. It is the simplest aryl peroxy acid. It may be synthesized from benzoic acid and hydrogen peroxide,^[3] or by the treatment of benzoyl peroxide with sodium methoxide, followed by acidification.^[4]

Like other peroxyacids, it may be used to generate epoxides, such as styrene oxide from styrene:^[5]

References[edit]

^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 749, 761. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ ^a ^b Elvers, B. et al. (ed.) (1991) Ullmann's Encyclopedia of Industrial Chemistry, 5th ed. Vol. A19, Wiley, p. 206
^ Silbert, L. S.; Siegel, E.; Swern, D. (1964). "Peroxybenzoic Acid". Org. Synth. 44: 81. doi:10.15227/orgsyn.044.0081.
^ Géza Braun (1928). "Perbenzoic Acid". Org. Synth. 8: 30. doi:10.15227/orgsyn.008.0030.
^ Harold Hibbert and Pauline Burt (1941). "Styrene Oxide". Organic Syntheses; Collected Volumes, vol. 1, p. 494.

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