(R)-(+)-Styrene oxide, 98%

Name: (R)-(+)-Styrene oxide, 98%
SKU: B21245.03

CAS: 20780-53-4 | C8H8O | 120.15 g/mol

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Catalog number B21245.03

also known as B21245-03

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Chemical Identifiers

CAS20780-53-4

IUPAC Name(2R)-2-phenyloxirane

Molecular FormulaC8H8O

InChI KeyAWMVMTVKBNGEAK-QMMMGPOBSA-N

SMILESC1O[C@@H]1C1=CC=CC=C1

Specifications

Specification Sheet

Refractive Index1.5320-1.5360 @ 20?C

FormLiquid

Assay (GC)≥97.5%

Optical Rotation33.8 ± 0.1? (neat)

Appearance (Color)Clear colorless

It is used to produce a homologated epoxide as part of a synthetic approach to (+)-allosedamine. It is the main metabolite of styrene, catalyzed by epoxide hydrolase.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
It is used to produce a homologated epoxide as part of a synthetic approach to (+)-allosedamine. It is the main metabolite of styrene, catalyzed by epoxide hydrolase.

Solubility
Insoluble in water.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

RUO – Research Use Only

General References:

David A. Fulton, et al. Synthesis of a scalemic β-amino disulfide from (S)-phenylglycine and (R)-styrene oxide and use as a catalyst in enantioselective additions of diethylzinc to aldehydes.Tetrahedron Lett.199738(11), 2019-2022.
Christina Moberg, et al. Stereospecific Lewis acid catalyzed methanolysis of styrene oxide.Tetrahedron Lett.199233(16), 2191-2194.