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387614

Sigma-Aldrich

Ethylene oxide

≥99.5%

Synonym(s):

Oxirane

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About This Item

Empirical Formula (Hill Notation):
C2H4O
CAS Number:
75-21-8
Molecular Weight:
44.05
Beilstein:
102378
EC Number:
200-849-9
MDL number:
MFCD00014482
UNSPSC Code:
12142100
PubChem Substance ID:
24864134

Quality Level

200

Assay

≥99.5%

refractive index

n20/D 1.3597 (lit.)

bp

10.7 °C (lit.)

mp

−111 °C (lit.)

density

0.882 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C1CO1

InChI

1S/C2H4O/c1-2-3-1/h1-2H2

InChI key

IAYPIBMASNFSPL-UHFFFAOYSA-N

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General description

Ethylene oxide is generally synthesized by chlorohydrine process and direct oxidation of ethylene with air, catalyzed by silver(Ag).

Ethylene oxide serves as a starting material to produce ethylene glycols, surfactants, emulsifiers, and polyurethane foams.

Application

Ethylene oxide can be used as a precursor to synthesize:
  • Poly(ethylene oxides) and poly(ethyleneglycol)s.
  • Ethylene carbonate via coupling reaction with CO2 catalyzed by imidazolium zinc tetrahalides.;
  • α,ω-heterodifunctionalized poly(ethylene oxide)s using organocatalyst N-heterocyclic carbenes via ring-opening polymerization.

Packaging

Supplied in a carbon steel lecture bottle with a CGA180M/CGA110F needle valve installed.

Compatible with the following:
  • Aldrich® lecture-bottle station systems
  • Aldrich® lecture-bottle gas regulators

Other Notes

See Technical Information Bulletin AL-151 Gas Regulators: Selection, Installation, and Operation

Legal Information

Aldrich is a registered trademark of Sigma-Aldrich Co. LLC

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Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 1B - Chem. Unst. Gas A - Eye Dam. 1 - Flam. Gas 1A - Muta. 1B - Press. Gas Liquefied gas - Repr. 1B - Skin Corr. 1B - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system, Nervous system, Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Multifunctional Poly (ethylene glycol)s
Obermeier B, et al.
Angewandte Chemie (International ed. in English), 50(35), 7988-7997 (2011)
Surface active ethylene oxide adducts (2013)
N-heterocyclic carbene-organocatalyzed ring-opening polymerization of ethylene oxide in the presence of alcohols or trimethylsilyl nucleophiles as chain moderators for the synthesis of α, ω-heterodifunctionalized poly (ethylene oxide)s
Raynaud J, et al.
Macromolecules, 43(6), 2814-2823 (2010)
Polymerization of ethylene oxide, propylene oxide, and other alkylene oxides: synthesis, novel polymer architectures, and bioconjugation
Herzberger, Jana and Niederer, et al.
Chemical Reviews, 116, 2170-2243 (2016)
Imidazolium zinc tetrahalide-catalyzed coupling reaction of CO2 and ethylene oxide or propylene oxide
Kim HS, et al.
J. Catal., 220(1), 44-46 (2003)
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