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
Canonical 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 ℃ (lit.)
Melting Point
-135 ℃
Flash Point
-58.0 ℃F - 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℃
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.
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:

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
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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