Ethylbenzene hydroperoxide

Ethylbenzene hydroperoxide
Names
	IUPAC name 1-hydroperoxyethylbenzene
	Other names α-methylbenzyl hydroperoxide, 1-phenylethyl hydroperoxid
Identifiers
CAS Number	3071-32-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	83231;
ECHA InfoCard	100.019.402
EC Number	221-341-3;
PubChem CID	92189;
UNII	76D16BZV57;
CompTox Dashboard (EPA)	DTXSID00883734 ;
	InChI InChI=1S/C8H10O2/c1-7(10-9)8-5-3-2-4-6-8/h2-7,9H,1H3 Key: GQNOPVSQPBUJKQ-UHFFFAOYSA-N;
	SMILES CC(C1=CC=CC=C1)OO;
Properties
Appearance	colorless liquid
Density	1.07500 g/cm3
Boiling point	45 °C (113 °F; 318 K) 0.05 torr
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ethylbenzene hydroperoxide is the organic compound with the formula C₆H₅CH(O₂H)CH₃. A colorless liquid, EBHP is a common hydroperoxide. It has been used as an O-atom donor in organic synthesis. It is chiral. Together with tert-butyl hydroperoxide and cumene hydroperoxide, ethylbenzene hydroperoxide is important commercially.^[1]

The compound is produced by direct reaction of ethylbenzene with oxygen, an autoxidation.^[2]

References

^ Roger A. Sheldon (1983). "Synthesis and uses of alkyl hydroperoxides and dialkyl peroxides". In Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. pp. 161–200. doi:10.1002/9780470771730.ch6. ISBN 978-0-471-10218-2.
^ Hermans, Ive; Peeters, Jozef; Jacobs, Pierre A. (2007). "Autoxidation of Ethylbenzene: The Mechanism Elucidated". The Journal of Organic Chemistry. 72 (8): 3057–3064. doi:10.1021/jo070040m. PMID 17362045.

[Patai-1] Roger A. Sheldon (1983). "Synthesis and uses of alkyl hydroperoxides and dialkyl peroxides". In Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. pp. 161–200. doi:10.1002/9780470771730.ch6. ISBN 978-0-471-10218-2.

[2] Hermans, Ive; Peeters, Jozef; Jacobs, Pierre A. (2007). "Autoxidation of Ethylbenzene: The Mechanism Elucidated". The Journal of Organic Chemistry. 72 (8): 3057–3064. doi:10.1021/jo070040m. PMID 17362045.

[1]

[2]