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Sigma-Aldrich

1,2-Epoxy-2-methylpropane

97%

Synonym(s):

1,2-Epoxy-isobutane, 2,2-Dimethyloxirane, Isobutylene oxide

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About This Item

Empirical Formula (Hill Notation):
C4H8O
CAS Number:
558-30-5
Molecular Weight:
72.11
EC Number:
209-193-8
MDL number:
MFCD00066354
UNSPSC Code:
12162002
PubChem Substance ID:
24877823
NACRES:
NA.23
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Quality Level

200

Assay

97%

refractive index

n20/D 1.374 (lit.)

bp

50-51 °C (lit.)

density

0.812 g/mL at 25 °C (lit.)

SMILES string

CC1(C)CO1

InChI

1S/C4H8O/c1-4(2)3-5-4/h3H2,1-2H3

InChI key

GELKGHVAFRCJNA-UHFFFAOYSA-N

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General description

1,2-Epoxy-2-methylpropaneis a versatile epoxide monomer that is used to prepare polyether-based polymers.These polymers can be used in the production of hydrogels and other polymericmaterials that are used in drug delivery systems, tissue engineering, andmedical devices. Additionally, 1,2-epoxy-2-methylpropane can beused to modify existing polymer backbones for enhancing their biocompatibilityand performance in biomedical applications.

Application

1,2-Epoxy-2-methylpropane can be used in the synthesis of novel semicrystalline polyesters through copolymerization with cyclic anhydrides. These polyesters exhibit desirable thermal properties, including high melting temperatures and enhanced mechanical strength. These properties make them suitable for various applications including tissue engineering, surgical implants, and bioelectronics.

Signal Word

Danger

Hazard Statements

H225,H314,H341,H351

Hazard Classifications

Carc. 2 - Flam. Liq. 2 - Muta. 2 - Skin Corr. 1C

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-26.5 °F

Flash Point(C)

-32.5 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK7106
BCCG9517
BCCD2350
BCCB6280
BCBV5875

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M Cornet et al.
Chemical research in toxicology, 8(7), 987-992 (1995-10-01)
The biotransformation of 2-methylpropene, a gaseous alkene widely used in industry, was investigated in vitro in liver tissue of rats, mice, and humans. Interspecies comparison revealed that the lowest levels of the primary epoxide metabolite were detected in incubations of
M Cornet et al.
Archives of toxicology, 65(4), 263-267 (1991-01-01)
Until now, no data are available concerning the biotransformation and toxicity of 2-methylpropene (or isobutene), a gaseous alkene widely used in industry (rubber, fuel additives, plastic polymers, adhesives, antioxidants). In this work, the biotransformation of 2-methylpropene (MP) has been studied
U Jorritsma et al.
Mutagenesis, 10(2), 101-104 (1995-03-01)
2-Methylpropene (isobutene), a gaseous compound widely used in chemical industries, is metabolized to the epoxide 2-methyl-1,2-epoxypropane. The parent compound has previously been shown to be non-mutagenic in a modified Ames test, whereas the epoxide metabolite gave a positive result. In
M Cornet et al.
Mutation research, 271(3), 213-221 (1992-06-01)
The mutagenic properties of 2-methylpropene (MP) and 2-methyl-1,2- epoxypropane (MEP) were investigated in the Salmonella assay. A simple exposure system, consisting of gastight tissue culture flasks, was used. This method has the advantage that the volatile test chemical is present
Paul R Carlier et al.
The Journal of organic chemistry, 71(4), 1592-1597 (2006-02-14)
Protonated epoxides feature prominently in organic chemistry as reactive intermediates. Herein, we describe 10 protonated epoxides using B3LYP, MP2, and CCSD/6-311++G calculations. Relative to CCSD, B3LYP consistently overestimates the C2-O bond length. Protonated 2-methyl-1,2-epoxypropane is the most problematic species studied
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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?

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    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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