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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:
Molecular Weight:
44.05
Beilstein:
102378
EC Number:
MDL number:
UNSPSC Code:
12142100
PubChem Substance ID:
Assay:
≥99.5%
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Quality Level

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.)

functional group

ether

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).[1]

Ethylene oxide serves as a starting material to produce ethylene glycols, surfactants, emulsifiers, and polyurethane foams.[2]

Application

Ethylene oxide can be used as a precursor to synthesize:
  • Poly(ethylene oxides) and poly(ethyleneglycol)s.[3][4]
  • Ethylene carbonate via coupling reaction with CO2 catalyzed by imidazolium zinc tetrahalides.[5];
  • α,ω-heterodifunctionalized poly(ethylene oxide)s using organocatalyst N-heterocyclic carbenes via ring-opening polymerization.[6]

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

Legal Information

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

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purge valve

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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

Storage Class Code

2A - Gases

WGK

WGK 3

Flash Point(F)

-4.0 °F - closed cup

Flash Point(C)

-20.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Customers Also Viewed

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)
Surface active ethylene oxide adducts (2013)
Multifunctional Poly (ethylene glycol)s
Obermeier B, et al.
Angewandte Chemie (International ed. in English), 50(35), 7988-7997 (2011)
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)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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