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Key Documents

540048

Sigma-Aldrich

(R)-(+)-Propylene oxide

99%

Synonym(s):

(R)-(+)-1,2-Epoxypropane, (R)-(+)-Methyloxirane

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About This Item

Empirical Formula (Hill Notation):
C3H6O
CAS Number:
Molecular Weight:
58.08
Beilstein:
79764
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

optical activity

[α]20/D +14°, neat

refractive index

n20/D 1.366 (lit.)

bp

33-34 °C (lit.)

density

0.829 g/mL at 20 °C (lit.)

SMILES string

C[C@@H]1CO1

InChI

1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3/t3-/m1/s1

InChI key

GOOHAUXETOMSMM-GSVOUGTGSA-N

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Application

(R)-(+)-Propylene oxide is commonly employed as a chiral building block or intermediate in the synthesis of chiral compounds. For example, it can be used to synthesize cyclic propylene carbonate by the reaction with CO2 in the presence of a chiral catalyst. It is also used as a starting material for the preparation of magnetic resonance (MR) contrast agents that can be used for in vivo detection of β-galactosidase.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-40.0 °F - Pensky-Martens closed cup

Flash Point(C)

-40 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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