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Styrene oxide is a main metabolite of styrene in humans or animals, resulting from oxidation by cytochrome P450. It is considered possibly carcinogenic from gavaging significant amounts into mice and rats. [4] Styrene oxide is subsequently hydrolyzed in vivo to styrene glycol by epoxide hydrolase. [5]
Styrene is an organic compound with the chemical formula C 6 H 5 CH=CH 2. Its structure consists of a vinyl group as substituent on benzene. Styrene is a colorless, oily liquid, although aged samples can appear yellowish. The compound evaporates easily and has a sweet smell, although high concentrations have a less pleasant odor.
as the first step of the aerobic styrene degradation pathway. [1] The product 2-phenyloxirane is also known as styrene oxide and can be converted by a styrene oxide isomerase (SOI) to obtain phenylacetaldehyde, which can be transformed into the key-intermediate phenylacetic acid by a phenylacetaldehyde dehydrogenase (PAD).
Typical laboratory operations employ the Prilezhaev reaction. [10] [11] This approach involves the oxidation of the alkene with a peroxyacid such as mCPBA. Illustrative is the epoxidation of styrene with perbenzoic acid to styrene oxide: [12] The stereochemistry of the reaction is quite sensitive.
Styrene oligomers in polystyrene containers used for food packaging have been found to migrate into the food. [112] Another Japanese study conducted on wild-type and AhR -null mice found that the styrene trimer, which the authors detected in cooked polystyrene container-packed instant foods, may increase thyroid hormone levels.
The systematic name of this enzyme class is styrene-oxide isomerase (epoxide-cleaving). This enzyme is also called SOI. This enzyme participates in styrene degradation and is the second step of the pathway after the epoxidation of styrene by styrene monooxygenase. SOI is an integral membrane protein consisting of four transmembrane helices.
The polymerization of butadiene and styrene and/or acrylonitrile, such as acrylonitrile butadiene styrene (ABS), nitrile-butadiene (NBR), and styrene-butadiene (SBR). These copolymers are tough and/or elastic depending on the ratio of the monomers used in their preparation. SBR is the material most commonly used for the production of automobile ...
The initial radical anion of styrene converts to a dianion (or equivalently disodio-) species, which rapidly added styrene to form a "two – ended living polymer." An important aspect of his work, Szwarc employed the aprotic solvent tetrahydrofuran , which dissolves but is otherwise unreactive toward the organometallic intermediates.