Butenyne, normal isomer 3-Butene-1-yne, Vinyl acetylene
Identifiers
CAS Number
689-97-4Y
3D model (JSmol)
Interactive image
ChEBI
CHEBI:48088Y
ChemSpider
12197Y
ECHA InfoCard
100.010.650
PubChem CID
12720
UNII
VW72FM10OQY
CompTox Dashboard (EPA)
DTXSID4029199
InChI
InChI=1S/C4H4/c1-3-4-2/h1,4H,2H2Y
Key: WFYPICNXBKQZGB-UHFFFAOYSA-NY
InChI=1/C4H4/c1-3-4-2/h1,4H,2H2
Key: WFYPICNXBKQZGB-UHFFFAOYAE
SMILES
C#CC=C
Properties
Chemical formula
C4H4
Molar mass
52.07456 g/mol
Appearance
colourless gas
Boiling point
0 to 6 °C (32 to 43 °F; 273 to 279 K)
Solubility in water
low
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
flammable
NFPA 704 (fire diamond)
2
4
3
W
Flash point
< −5 °C (23 °F; 268 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yverify (what is YN ?)
Infobox references
Chemical compound
Vinylacetylene is the organic compound with the formula C4H4. The colourless gas was once used in the polymer industry. It is composed of both alkyne and alkene groups and is the simplest enyne.
Vinylacetylene is extremely dangerous because in high enough concentrations (typically > 30 mole percent, but pressure dependent) it can auto-detonate (explode without air being present) especially at elevated pressures, such as those seen in chemical plants processing C4 hydrocarbons.[2] An example of such an explosion occurred at a Union Carbide plant in Texas City in 1969.[3]
^"New Environment Inc. - NFPA Chemicals".
^Ritzert and Berthol, Chem Ing Tech 45(3), 131-136, Feb 1973, reproduced in Viduari, J Chem Eng Data 20(3), 328-333, 1975.
Vinylacetylene is the organic compound with the formula C4H4. The colourless gas was once used in the polymer industry. It is composed of both alkyne and...
Butatriene Cyclobutadiene Cyclobutyne Methylenecyclopropene Tetrahedrane Vinylacetylene This set index page lists chemical structure articles associated with...
a contraction of the terms alkene and alkyne. The simplest enyne is vinylacetylene. Enyne metathesis Enediyne Polyyne "Basic IUPAC Organic Nomenclature:...
addition-type reaction to form a number of products, typically benzene and/or vinylacetylene, possibly in addition to carbon and hydrogen.[citation needed] Consequently...
"acetylene process," which was modeled after the original synthesis of vinylacetylene. In this process, acetylene is dimerized to give vinyl acetylene, which...
workup liberate the alkynyl alcohol. The dimerization of acetylene to vinylacetylene proceeds by insertion of acetylene into a copper(I) acetylide complex...
complexes. Cuprous chloride also catalyzes the dimerization of acetylene to vinylacetylene, once used as a precursor to various polymers such a neoprene. Mechanistic...
while rescuers were looking for bodies. A compressor that circulated vinylacetylene in gaseous form overheated, causing the first blast. The only functioning...