Peroxybenzoic acid

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]

Peroxybenzoic acid

Skeletal formula Ball-and-stick model
Names
Preferred IUPAC name Benzenecarboperoxoic acid[1]
Other names Peroxybenzoic acid Perbenzoic acid Benzoperoxoic acid
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) [2]
Acidity (pKa)	7.8[2]
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).
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Infobox references

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

References

1. 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.
2. Elvers, B. et al. (ed.) (1991) Ullmann's Encyclopedia of Industrial Chemistry, 5th ed. Vol. A19, Wiley, p. 206
3. Silbert, L. S.; Siegel, E.; Swern, D. (1964). "Peroxybenzoic Acid". Org. Synth. 44: 81. doi:10.15227/orgsyn.044.0081.
4. Géza Braun (1928). "Perbenzoic Acid". Org. Synth. 8: 30. doi:10.15227/orgsyn.008.0030.
5. Harold Hibbert and Pauline Burt (1941). "Styrene Oxide". Organic Syntheses.; Collective Volume, 1, p. 494