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540099

(R)-(+)-Styrene oxide

Name: (<I>R</I>)-(+)-Styrene oxide
Brand: ALDRICH

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

Synonym(s):

(R)-(+)-Phenyloxirane, (R)-Phenylethylene oxide

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About This Item

Empirical Formula (Hill Notation):

C₈H₈O

CAS Number:

20780-53-4

Molecular Weight:

120.15

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24878440

MDL number:

MFCD00066210

Beilstein/REAXYS Number:

1984

Assay:

97%

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Properties

Quality Level

100

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.

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pictograms

GHS08,GHS07

signalword

Danger

hcodes

H312,H319,H350

pcodes

P202 - P264 - P280 - P302 + P352 + P312 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Dermal - Carc. 1B - Eye Irrit. 2

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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A new regio-and stereoselective intermolecular Friedel-Crafts alkylation of phenolic substrates with aryl epoxides

Bertolini F, et al.

Tetrahedron Letters, 47(1), 61-64 (2006)

Kang, B.; Chang, S.

Tetrahedron, 60, 7353-7353 (2004)

Enantioselective synthesis induced by chiral epoxides in conjunction with asymmetric autocatalysis

Kawasaki T, et al.

Tetrahedron Asymmetry, 15(23), 3699-3701 (2004)

View All Related Papers

Global Trade Item Number

SKU	GTIN
540099-25G	04061837395468
540099-5G	04061832566764