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;
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). Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. doi:10.1002/9780470771730.ch6.
^ 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). Patai, Saul (ed.). Syntheses and Uses of Hydroperoxides and Dialkylperoxides. PATAI'S Chemistry of Functional Groups. John Wiley & Sons. doi:10.1002/9780470771730.ch6.

[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]