Oxirane, 2-ethenyl-
Product Information
Molecular Formula
C4H6 O
Molecular Weight
70.10
Description
1,2-epoxy-3-butene is a clear light yellow liquid.
Synonyms
(R,S)-2-Vinyl-oxirane; 1,2-Epoxy-3-butylene; 1,2-epoxybutene; 1,2-Epoxybutene-3; 1,2-Oxido-3-butene; 1,3-Butadiene monooxide; 1,3-Butadiene oxide; 1,3-butadieneoxide
IUPAC Name
2-ethenyloxirane
SMILES
C=CC1CO1
InChI
InChI=1S/C4H6O/c1-2-4-3-5-4/h2,4H,1,3H2
InChI Key
GXBYFVGCMPJVJX-UHFFFAOYSA-N
Boiling Point
65-66 °C (lit.)
Melting Point
-135 °C
Flash Point
-58.0 °CF - closed cup
Purity
>97.0%(GC)
Density
0.87 g/mL at 25 °C(lit.)
Solubility
10 to 50 mg/mL at 70 °F
Appearance
Clear light yellow liquid.
Application
Used as a comonomer with propylene oxide for polyethers and a reactive diluent for epoxy resins.
Storage
2-8°C
Refractive Index
n20/D 1.417 (lit.)
Vapor Pressure
154.0 [mmHg]
Decomposition
When heated to decomposition it emits acrid smoke and fumes.
Safety Information
Hazards
H225:
Highly flammable liquid and vapour.
H302:
Harmful if swallowed.
H319:
Causes serious eye irritation.
Highly flammable liquid and vapour.
H302:
Harmful if swallowed.
H319:
Causes serious eye irritation.
Precautionary Statement
P210:
Keep away from heat, sparks, open flames, hot surfaces. No smoking.
P233:
Keep container tightly closed.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P370+P378:
In case of fire:
Use for extinction:
Keep away from heat, sparks, open flames, hot surfaces. No smoking.
P233:
Keep container tightly closed.
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:
IF ON SKIN (or hair):
Take off immediately all contaminated clothing. [As modified by IV ATP].
Rinse skin with water/shower.
P370+P378:
In case of fire:
Use for extinction:
Computed Properties
XLogP3
0.5
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
1
Exact Mass
70.041864811 g/mol
Monoisotopic Mass
70.041864811 g/mol
Topological Polar Surface Area
12.5Ų
Heavy Atom Count
5
Formal Charge
0
Complexity
49.6
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113896822-A | Preparation method of high-efficiency flame-retardant polystyrene by applying bromine flame retardant containing active functional group | 2021-11-12 |
| CN-113896838-A | Long-acting antibacterial polystyrene resin and preparation method thereof | 2021-11-12 |
| CN-114106365-A | Preparation method of polystyrene foaming nucleating agent master batch and foamed polystyrene using nucleating agent master batch | 2021-11-12 |
| CN-113912575-A | Chiral polysubstituted tetrahydrofuran acetal, preparation method thereof and preparation method of lignans natural product | 2021-10-21 |
| CN-113861403-A | Nano material and preparation method and application thereof | 2021-10-11 |
| CN-113842877-A | Carbon-based adsorbent particle for extracting liquid lithium resource, preparation method and preparation device | 2021-09-24 |
| CN-113862828-A | Preparation method of polyester fiber with durable water repellency | 2021-09-22 |
| CN-113652044-A | Halogen-free low-smoke flame-retardant wire and cable and preparation method thereof | 2021-09-17 |
| CN-113717955-A | Glucose biosensor, glucose sensing membrane thereof and glucose dehydrogenase | 2021-09-02 |
| CN-113720889-A | Glucose biosensor and glucose biosensing membrane thereof | 2021-09-02 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 32237725 | 2020-07-20 | Interindividual Differences in DNA Adduct Formation and Detoxification of 1,3-Butadiene-Derived Epoxide in Human HapMap Cell Lines | Chemical research in toxicology |
| 24561005 | 2014-04-06 | Inhibitory potency of 4-carbon alkanes and alkenes toward CYP2E1 activity | Toxicology |
| 22698567 | 2012-09-18 | DNA damage induced by three major metabolites of 1,3-butadiene in human hepatocyte L02 cells | Mutation research |
| 21835728 | 2011-12-01 | A mechanistic modeling framework for predicting metabolic interactions in complex mixtures | Environmental health perspectives |
| 21785163 | 2011-10-01 | Kinetics of ethylene and ethylene oxide in subcellular fractions of lungs and livers of male B6C3F1 mice and male fischer 344 rats and of human livers | Toxicological sciences : an official journal of the Society of Toxicology |
| 21749114 | 2011-09-19 | Quantitative analysis of trihydroxybutyl mercapturic acid, a urinary metabolite of 1,3-butadiene, in humans | Chemical research in toxicology |
| 20974116 | 2011-06-30 | 1,3-Butadiene: Biomarkers and application to risk assessment | Chemico-biological interactions |
| 21449555 | 2011-05-06 | Stereoselective coupling reaction of dimethylzinc and alkyne toward nickelacycles | Organic letters |
| 20868267 | 2010-10-01 | 1,3-Butadiene: II. Genotoxicity profile | Critical reviews in toxicology |
| 20176624 | 2010-06-01 | Exposure-response of 1,2:3,4-diepoxybutane-specific N-terminal valine adducts in mice and rats after inhalation exposure to 1,3-butadiene | Toxicological sciences : an official journal of the Society of Toxicology |
