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SKU

Size

Availability

Price

Qty

R432311-25g

25g

Available within 8-12 weeks(?)

$750.90

R432311-100g

100g

Available within 8-12 weeks(?)

$4,992.90

Basic Description

Synonyms	(R)-Styrene oxide\|20780-53-4\|(R)-2-phenyloxirane\|R-Phenyloxirane\|(R)-Phenyloxirane\|R-STYRENE OXIDE\|(2R)-2-phenyloxirane\|(R)-(Epoxyethyl)benzene\|(R)-(+)-Styrene oxide\|Oxirane, phenyl-, (2R)-\|(R)-Phenylethylene oxide\|Oxirane, 2-phenyl-, (2R)-\|Benzene, (epox
Specifications & Purity	≥98%, ChiPros®, produced by BASF
Legal Information	ChiPros is a registered trademark of BASF SE

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GMNN Tbio Geminin 0 Activities

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

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