Compound: Styrene oxide
SMILES: O1C(c2ccccc2)C1
InChIKey: AWMVMTVKBNGEAK-UHFFFAOYSA-N
Synonyms: Styrene oxide, 2-Phenyloxirane, 96-09-3, Phenyloxirane, Epoxystyrene, Phenylethylene oxide, 1,2-Epoxyethylbenzene, Styrene epoxide, Styryl oxide, Phenethylene oxide, 1-Phenyloxirane, Styrene 7,8-oxide, (Epoxyethyl)benzene, Phenyl oxirane, Epoxyethylbenzene, 1-Phenyl-1,2-epoxyethane, Benzene, (epoxyethyl)-, STYRENE-7,8-OXIDE, 1,2-Epoxy-1-phenylethane, oxirane, 2-phenyl-, Fenyloxiran, Epoxyethyl benzene, NCI-C54977, alpha,beta-Epoxystyrene, DTXSID2021286, 9QH06NGT6O, Ethane, 1,2-epoxy-1-phenyl-, NSC-637, NSC-7582, DTXCID301286, NSC637, CHEBI:17907, NSC7582, RefChem:186175, 202-476-7, Oxirane, phenyl-, Styreneoxide, 2-phenyl-oxirane, rac Styrene Oxide, (+/-)-styrene oxide, NSC 637, .alpha.,.beta.-Epoxystyrene, MFCD00005121, (1,2-Epoxyethyl)benzene, (R)-(+)-Styrene-d5 Oxide, rac Styrene-d5 Oxide, WLN: T3OTJ BR, Fenyloxiran [Czech], CAS-96-09-3, Benzene, (1,2-epoxyethyl)-, CCRIS 1268, (S)-(-)-Styrene oxide, HSDB 2646, 192506-02-8, EINECS 202-476-7, EP-182, UNII-9QH06NGT6O, styrene oxide, (R)-isomer, styrene oxide, (S)-isomer, BRN 0108582, styrene oxide, (+-)-isomer, AI3-18151, a,b-Epoxystyrene, 2-(phenyl)oxirane, racemic phenyloxirane, phenyl-ethylene oxide, racemic styrene oxide, Styrene oxide, 97%, STYRENE 0XIDE, (rac) phenylethylenoxide, 1,2-epoxyethyl benzene, Styrene oxide, >=97%, EC 202-476-7, (.+/-.)-Styrene oxide, (+/-)-phenylethylene oxide, SCHEMBL21026, STYRENE OXIDE [HSDB], 5-17-01-00577 (Beilstein Handbook Reference), (+/-)-PHENYLOXIRANE, SCHEMBL2697682, SCHEMBL4178513, SCHEMBL6059122, SCHEMBL7284535, CHEMBL1605493, SCHEMBL16862683, STYRENE-7,8-OXIDE [IARC], WDC60312, Tox21_202112, Tox21_300110, c0037, EBC-04266, MSK000832, STL146352, AKOS000120666, AKOS016843291, AC-9510, AC-9511, FR27573, NCGC00091674-01, NCGC00091674-02, NCGC00091674-03, NCGC00253978-01, NCGC00259661-01, BP-21407, DB-004092, (S)-phenyloxirane; (S)-Phenylethylene oxide, E0013, NS00008575, EN300-20996, C02083, F227689, Q413262, F0001-2287, Z104486008
Theoretical properties:
molecular_formula: C8H8O
molecular_weight: 120.15 g/mol
exact_mass: 120.057514874 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 1
heavy_atom_count: 9
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless to pale straw-colored liquid
color: Colorless to pale straw-colored liquid
odor: Sweet, pleasant
boiling_point: 381 °F at 760 mmHg (NTP, 1992)
melting_point: -35 °F (NTP, 1992)
density: 1.0523 at 61 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 67.1 °F (NTP, 1992)
flash_point: 175 °F (NTP, 1992)
vapor_pressure: 0.3 mmHg at 68 °F (NTP, 1992)
Descriptions:
pubchem: Styrene Oxide can cause cancer according to an independent committee of scientific and health experts.
chebi: An epoxide that is oxirane in which one of the hydrogens has been replaced by a phenyl group.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Styrene oxide is an epoxide derived from styrene. Its chemical formula is C6H5C2H3O. It can be prepared by epoxidation of styrene with peroxybenzoic acid, in the Prilezhaev reaction:

Styrene oxide is slightly soluble in water. A trace amount of acid in water causes hydrolysis to racemic phenylethyleneglycol via a benzylic cation. If the amount of water is not sufficient, acid-catalyzed isomerization for phenylacetaldehyde will occur.
Styrene oxide in the body is metabolized to mandelic acid, phenylglyoxylic acid, benzoic acid and hippuric acid.
Hydrogenation of styrene oxide affords phenethyl alcohol.