540099

(R)-(+)-Styrene oxide

97%, optical purity ee: 97% (GLC)

• Synonym(s): (R)-(+)-Phenyloxirane, (R)-Phenylethylene oxide
• Empirical Formula (Hill Notation): C₈H₈O
• CAS Number: 20780-53-4
• Molecular Weight: 120.15
• Beilstein: 1984
• MDL number: MFCD00066210
• UNSPSC Code: 12352005
• PubChem Substance ID: 24878440
• NACRES: NA.22

Properties

• Assay: 97%
• optical activity: [α]20/D +33°, neat
• optical purity: ee: 97% (GLC)
• expl. lim.: ~22 %
• refractive index: n20/D 1.534 (lit.)
• bp: 89-90 °C/23 mmHg (lit.)
• density: 1.051 g/mL at 25 °C (lit.)
• functional group: ether; phenyl
• SMILES string: C1O[C@@H]1c2ccccc2
• 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

Description

Application

(R)-(+)-Styrene oxide can be used:

• As a chiral initiator in the synthesis of 5-pyrimidyl alkanol from its corresponding aldehyde using diisopropylzinc.
• As a substrate in the stereoselective intermolecular O-alkylation of phenols with epoxides via Friedel–Crafts-type reaction.
• As a substrate in the ring-opening reactions of epoxides with alcohols, carboxylic acids, and thiols using the AlPW₁₂O₄₀ catalyst.

Used to produce a homologated epoxide as part of a synthetic approach to (+)-allosedamine.

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H312,H319,H350
• Precautionary Statements: P202 - P264 - P280 - P302 + P352 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): 176.0 °F - closed cup
• Flash Point(C): 80 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves