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Merck
CN

540021

(S)-(−)-Propylene oxide

99%

Synonym(s):

(S)-(−)-1,2-Epoxypropane, (S)-(−)-Methyloxirane

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About This Item

Empirical Formula (Hill Notation):
C3H6O
CAS Number:
Molecular Weight:
58.08
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
240-241-0
Beilstein/REAXYS Number:
79765
MDL number:
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Product Name

(S)-(−)-Propylene oxide, 99%

InChI key

GOOHAUXETOMSMM-VKHMYHEASA-N

InChI

1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m0/s1

SMILES string

C[C@H]1CO1

vapor density

2 (vs air)

vapor pressure

8.59 psi ( 20 °C)

assay

99%

autoignition temp.

1378 °F

expl. lim.

37 %

refractive index

n20/D 1.366 (lit.)

bp

33-34 °C (lit.)

density

0.829 g/mL at 20 °C (lit.)

functional group

ether

Quality Level

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Application

  • (S)-(−)-Propylene oxide undergoes ring-opening upon treating with nucleophiles such as Grignard reagents or organolithium compounds to yield corresponding secondary alcohols.
  • It can be used in the synthesis of ligands to prepare of Pb(II) based coordination nets for the fabrication of white light-emitting diode materials.
  • It is a key starting material for the total synthesis of arenolide and (+)-aspicilin.

Legal Information

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

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Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 1 - Muta. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-34.6 °F - closed cup

flash_point_c

-37 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品
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Wittig cyclization of ?-hydroxy hemiacetals: Synthesis of (+)-aspicilin.
Schmidt R, et al.
The Journal of Organic Chemistry, 82(17), 9126-9132 (2017)
Synthesis and Stereochemical Assignment of Arenolide.
Liu X, et al.
Organic Letters, 20(7), 1898-1901 (2018)
White light emission and second harmonic generation from secondary group participation (SGP) in a coordination network.
He J, et al.
Journal of the American Chemical Society, 134(3), 1553-1559 (2012)
Amanda S Hakemian et al.
Biochemistry, 47(26), 6793-6801 (2008-06-11)
Particulate methane monooxygenase (pMMO) is a membrane-bound metalloenzyme that oxidizes methane to methanol in methanotrophic bacteria. The nature of the pMMO active site and the overall metal content are controversial, with spectroscopic and crystallographic data suggesting the presence of a

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