Basic Description

Synonyms	(R)-(+)-Styrene oxide, 98% \| Benzene, (epoxyethyl)-, (R)-(-)- \| Oxirane, 2-phenyl-, (2R)- \| S0516 \| SMR000471848 \| (+)-(R)-STYRENE OXIDE \| Q27095270 \| (R)-Phenylethylene oxide \| R-STYRENE OXIDE \| (+)-PHENYLOXIRANE \| (2R)-2-phenyloxirane \| BIDD:ER0688 \| Z1
Specifications & Purity	≥98%, ChiPros®, produced by BASF
Legal Information	ChiPros is a registered trademark of BASF SE

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(2R)-2-phenyloxirane
INCHI	InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m0/s1
InChi Key	AWMVMTVKBNGEAK-QMMMGPOBSA-N
Canonical SMILES	C1C(O1)C2=CC=CC=C2
Isomeric SMILES	C1[C@H](O1)C2=CC=CC=C2
WGK Germany	3
RTECS	CZ9625010
PubChem CID	114705
Molecular Weight	120.15
Beilstein	1984
Reaxy-Rn	1984

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Refractive Index	1.54
Specific Rotation[α]	33° (neat)
Flash Point(°F)	176 °F
Flash Point(°C)	80 °C
Boil Point(°C)	194 °C

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS07
Signal	Danger
Hazard Statements	H319:Causes serious eye irritation H312:Harmful in contact with skin H350:May cause cancer
Precautionary Statements	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P362+P364:Take off contaminated clothing and wash it before reuse. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P318:if exposed or concerned, get medical advice. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help.
WGK Germany	3
RTECS	CZ9625010
Reaxy-Rn	1984

References

1. Shuangjun Lin,Geoffrey P Horsman,Ben Shen. (2010-08-14) Characterization of the epoxide hydrolase NcsF2 from the neocarzinostatin biosynthetic gene cluster.. Organic letters, 12 ((17)): (3816-3819). [PMID:20704329]
2. Alessandra Lattanzi,Alessio Russo,Paola Rizzo,Guglielmo Monaco,Riccardo Zanasi. (2010-11-03) Absolute configuration assignment of (3-phenyloxirane-2,2-diyl)bis(phenylmethanone) via density functional calculations of optical rotation and vibrational circular dichroism.. Chirality, 22 Suppl 1 (E130-E135). [PMID:21038383]
3. Gary P Carlson. (2010-11-09) Metabolism and toxicity of styrene in microsomal epoxide hydrolase-deficient mice.. Journal of toxicology and environmental health. Part A, 73 ((24)): (1689-1699). [PMID:21058172]
4. Gary P Carlson. (2011-01-29) Comparison of styrene oxide enantiomers for hepatotoxic and pneumotoxic effects in microsomal epoxide hydrolase-deficient mice.. Journal of toxicology and environmental health. Part A, 74 ((6)): (347-350). [PMID:21271435]
5. Filippo Maria Perna,Antonio Salomone,Mariangela Dammacco,Saverio Florio,Vito Capriati. (2011-05-28) Solvent and TMEDA effects on the configurational stability of chiral lithiated aryloxiranes.. Chemistry (Weinheim an der Bergstrasse, Germany), 17 ((29)): (8216-8225). [PMID:21618297]
6. Gary P Carlson. (2011-07-14) Hepatotoxicity and pneumotoxicity of styrene and its metabolites in glutathione S-transferase-deficient mice.. Drug and chemical toxicology, 34 ((4)): (440-444). [PMID:21749217]
7. David M Hodgson,Stanislav Man. (2011-07-19) Synthesis of the anti-HIV agent (-)-hyperolactone C by using oxonium ylide formation-rearrangement.. Chemistry (Weinheim an der Bergstrasse, Germany), 17 ((35)): (9731-9737). [PMID:21766363]
8. Michael Kotik,Alain Archelas,Veronika Faměrová,Pavla Oubrechtová,Vladimír Křen. (2011-08-23) Laboratory evolution of an epoxide hydrolase - towards an enantioconvergent biocatalyst.. Journal of biotechnology, 156 ((1)): (1-10). [PMID:21854816]
9. . (2011-08-25) Styrene-7,8-oxide.. Report on carcinogens : carcinogen profiles, 12 (391-392). [PMID:21863098]
10. G Cruzan,J Bus,J Hotchkiss,J Harkema,M Banton,S Sarang. (2011-11-02) CYP2F2-generated metabolites, not styrene oxide, are a key event mediating the mode of action of styrene-induced mouse lung tumors.. Regulatory toxicology and pharmacology : RTP, 62 ((1)): (214-220). [PMID:22041433]
11. Feng Yu,Ji-Ning Zhou,Xi-Chang Zhang,Yao-Zong Sui,Fei-Fei Wu,Lin-Jie Xie,Albert S C Chan,Jing Wu. (2011-11-09) Copper(II)-catalyzed hydrosilylation of ketones using chiral dipyridylphosphane ligands: highly enantioselective synthesis of valuable alcohols.. Chemistry (Weinheim an der Bergstrasse, Germany), 17 ((50)): (14234-14240). [PMID:22065457]
12. Wen-Jing Chen,Wen-Yong Lou,Min-Hua Zong. (2011-11-22) Efficient asymmetric hydrolysis of styrene oxide catalyzed by Mung bean epoxide hydrolases in ionic liquid-based biphasic systems.. Bioresource technology, 115 (58-62). [PMID:22100235]
13. Deniz Yildirim,S Seyhan Tükel,Dilek Alagöz,Ozlem Alptekin. (2011-12-07) Preparative-scale kinetic resolution of racemic styrene oxide by immobilized epoxide hydrolase.. Enzyme and microbial technology, 49 ((6-7)): (555-559). [PMID:22142731]
14. Michael R Paillasse,Nathalie Saffon,Heinz Gornitzka,Sandrine Silvente-Poirot,Marc Poirot,Philippe de Medina. (2012-01-31) Surprising unreactivity of cholesterol-5,6-epoxides towards nucleophiles.. Journal of lipid research, 53 ((4)): (718-725). [PMID:22285872]
15. Gary P Carlson. (2012-03-06) Modification of the metabolism and toxicity of styrene and styrene oxide in hepatic cytochrome P450 reductase deficient mice and CYP2F2 deficient mice.. Toxicology, 294 ((2-3)): (104-108). [PMID:22386858]
16. Frédéric Cosnier,Hervé Nunge,Benoît Cossec,Laurent Gaté. (2012-04-12) Simultaneous determination of aromatic acid metabolites of styrene and styrene-oxide in rat urine by gas chromatography-flame ionization detection.. Journal of analytical toxicology, 36 ((5)): (312-318). [PMID:22492963]
17. Michel Oelschlägel,Janosch A D Gröning,Dirk Tischler,Stefan R Kaschabek,Michael Schlömann. (2012-04-17) Styrene oxide isomerase of Rhodococcus opacus 1CP, a highly stable and considerably active enzyme.. Applied and environmental microbiology, 78 ((12)): (4330-4337). [PMID:22504818]
18. Laurent Gaté,Jean-Claude Micillino,Sylvie Sébillaud,Cristina Langlais,Frédéric Cosnier,Hervé Nunge,Christian Darne,Yves Guichard,Stéphane Binet. (2012-04-18) Genotoxicity of styrene-7,8-oxide and styrene in Fisher 344 rats: a 4-week inhalation study.. Toxicology letters, 211 ((3)): (211-219). [PMID:22507543]
19. Daniel Kuhn,Bruno Bühler,Andreas Schmid. (2012-04-25) Production host selection for asymmetric styrene epoxidation: Escherichia coli vs. solvent-tolerant Pseudomonas.. Journal of industrial microbiology & biotechnology, 39 ((8)): (1125-1133). [PMID:22526330]
20. Günter Speit,Regina Linsenmeyer,Petra Schütz,Stefanie Kuehner. (2012-08-08) Insensitivity of the in vitro cytokinesis-block micronucleus assay with human lymphocytes for the detection of DNA damage present at the start of the cell culture.. Mutagenesis, 27 ((6)): (743-747). [PMID:22869611]
21. Rainer Gross,Katja Buehler,Andreas Schmid. (2012-08-14) Engineered catalytic biofilms for continuous large scale production of n-octanol and (S)-styrene oxide.. Biotechnology and bioengineering, 110 ((2)): (424-436). [PMID:22886684]
22. Daniel Kuhn,Frederik S O Fritzsch,Xiumei Zhang,Volker F Wendisch,Lars M Blank,Bruno Bühler,Andreas Schmid. (2012-08-28) Subtoxic product levels limit the epoxidation capacity of recombinant E. coli by increasing microbial energy demands.. Journal of biotechnology, 163 ((2)): (194-203). [PMID:22922011]
23. Wen-Jing Chen,Wen-Yong Lou,Chun-Yang Yu,Hong Wu,Min-Hua Zong,Thomas J Smith. (2012-09-22) Use of hydrophilic ionic liquids in a two-phase system to improve Mung bean epoxide hydrolases-mediated asymmetric hydrolysis of styrene oxide.. Journal of biotechnology, 162 ((2-3)): (183-190). [PMID:22995740]
24. Guang-Peng Wu,Donald J Darensbourg,Xiao-Bing Lu. (2012-09-29) Tandem metal-coordination copolymerization and organocatalytic ring-opening polymerization via water to synthesize diblock copolymers of styrene oxide/CO2 and lactide.. Journal of the American Chemical Society, 134 ((42)): (17739-17745). [PMID:23016983]
25. Jung-Hee Woo,Tae-Hyung Kwon,Jun-Tae Kim,Choong-Gon Kim,Eun Yeol Lee. (2012-12-18) Identification and characterization of epoxide hydrolase activity of polycyclic aromatic hydrocarbon-degrading bacteria for biocatalytic resolution of racemic styrene oxide and styrene oxide derivatives.. Biotechnology letters, 35 ((4)): (599-606). [PMID:23242500]

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(R)-(+)-Styrene oxide - ChiPros®, produced by BASF, ≥98%, high purity , CAS No.20780-53-4

Basic Description

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

References

Solution Calculators

Molarity Calculator

Dilution Calculator

Reconstitution Calculator

SKU	Size	Availability	Price	Qty
R432311-25g	25g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$750.90
R432311-100g	100g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$4,992.90