Compound: CUMENE HYDROPEROXIDE
SMILES: O(O)C(c1ccccc1)(C)C
InChIKey: YQHLDYVWEZKEOX-UHFFFAOYSA-N
Synonyms: CUMENE HYDROPEROXIDE, 80-15-9, Cumyl hydroperoxide, Cumenyl hydroperoxide, Hydroperoxide, 1-methyl-1-phenylethyl, 2-hydroperoxypropan-2-ylbenzene, Cumolhydroperoxid, Cumolhydroperoxide, 7-Cumyl hydroperoxide, alpha,alpha-Dimethylbenzyl hydroperoxide, Cument hydroperoxide, Percumyl H, 1-Methyl-1-phenylethyl hydroperoxide, Hydroperoxyde de cumene, Hydroperoxyde de cumyle, Cumeenhydroperoxyde, Kumenylhydroperoxid, Isopropylbenzene hydroperoxide, Hydroperoxide de cumene, Idroperossido di cumene, Idroperossido di cumolo, DTXSID3024869, alpha-Cumyl hydroperoxide, alpha-Cumene hydroperoxide, PG7JD54X4I, Hydroperoxide, alpha,alpha-dimethylbenzyl-, LUPEROX CU 80, TRIGONOX K 90, DTXCID404869, CHEBI:78673, cumylhydroperoxide, isopropyl benzene hydroperoxide, RefChem:5711, alpha, alpha-dimethylbenzyl hydroperoxide, 201-254-7, 2-Phenylpropane-2-peroxol, 7-Hydroperoxykumen, RCRA waste number U096, MFCD00002129, .alpha.,.alpha.-Dimethylbenzyl hydroperoxide, Hydroperoxide, .alpha.,.alpha.-dimethylbenzyl, Hyperiz, Cumolhydroperoxid [German], Cumeenhydroperoxyde [Dutch], Kumenylhydroperoxid [Czech], 7-Hydroperoxykumen [Czech], CCRIS 3801, HSDB 254, Cumene Hydroperoxide (80%, Technical grade), Hydroperoxyde de cumene [French], Hydroperoxyde de cumyle [French], Idroperossido di cumene [Italian], Idroperossido di cumolo [Italian], EINECS 201-254-7, RCRA waste no. U096, alpha,alpha-Dimethylbenzylhydroperoxide, UNII-PG7JD54X4I, BRN 1908117, Hydroperoxide, 1-methyl-1-phenylethyl-, a,a-dimethylbenzyl hydroperoxide, cumyl-hydroperoxide, PH 80, Trigonox K 80, Trigonox K-95, Trigonox R 239A, (1-hydroperoxy-1-methyl-ethyl)benzene, Hydroperoxide, alpha,alpha-dimethylbenzyl, EC 201-254-7, .alpha.-Cumyl hydroperoxide, CHP-5, .alpha.-Cumene hydroperoxide, SCHEMBL15251, 4-06-00-03221 (Beilstein Handbook Reference), 2-hydroperoxy-2-phenylpropane, Cumene Hydroperoxide (80per cent, Technical grade), SCHEMBL9347042, SCHEMBL9694332, CHEMBL1518369, SCHEMBL11416594, SCHEMBL28838178, CHP-158, 2-phenylpropan-2-yl hydroperoxide, CUMENE HYDROPEROXIDE [HSDB], (2-Hydroperoxypropan-2-Yl)Benzene, Tox21_300283, STL453641, AKOS015841738, CCG-207896, UN 2116, CAS-80-15-9, NCGC00091748-01, NCGC00091748-02, NCGC00091748-03, NCGC00254045-01, Cumene Hydroperoxide technical grade, 80%, Cumene hydroperoxide, technical grade, 80%, C2223, NS00009523, ST50824346, Cumene hydroperoxide, technical, ~80% in cumene, Q414439
Theoretical properties:
molecular_formula: C9H12O2
molecular_weight: 152.19 g/mol
exact_mass: 152.083729621 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 11
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless to pale-yellow liq
color: Colorless to pale-yellow liq
boiling_point: Decomposes at 261 °F (NTP, 1992)
melting_point: less than -40 °F (NTP, 1992)
density: 1.03 at 77 °F (USCG, 1999) - Denser than water; will sink
solubility: less than 0.1 mg/mL at 64 °F (NTP, 1992)
flash_point: 135 °F (NTP, 1992)
vapor_pressure: 0.6 mmHg at 68 °F (for 80-85% by weight) (NTP, 1992)
Descriptions:
pubchem: Cumene hydroperoxide is a peroxol that is cumene in which the alpha-hydrogen is replaced by a hydroperoxy group. It has a role as a Mycoplasma genitalium metabolite, an oxidising agent and an environmental contaminant. It derives from a hydride of a cumene.
chebi: A peroxol that is cumene in which the α-hydrogen is replaced by a hydroperoxy group.
chembl: CUMENE HYDROPEROXIDE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Cumene hydroperoxide is the organic compound with the formula C6H5C(CH3)2OOH; this oily liquid is classified as an organic hydroperoxide. Products of decomposition of cumene hydroperoxide are methylstyrene, acetophenone, and 2-phenylpropan-2-ol.
It is produced by treatment of cumene with oxygen, an autoxidation. At temperatures >100 °C, oxygen is passed through liquid cumene:

C6H5CH(CH3)2 + O2 → C6H5C(CH3)2OOH
Dicumyl peroxide is a side product.