Methyl vinyl ketone

Methyl vinyl ketone Basic information
Product Name:Methyl vinyl ketone
Synonyms:Acetyle-thylene;delta(3)-2-butenone;delta(sup3)-2-butenone;delta3-2-Butenone;gamma-Oxo-alpha-butylene;Ketone, methyl vinyl;ketone,methylvinyl;Methyl ethenyl ketone
CAS:78-94-4
MF:C4H6O
MW:70.09
EINECS:201-160-6
Product Categories:
Mol File:78-94-4.mol
Methyl vinyl ketone Structure
Methyl vinyl ketone Chemical Properties
Melting point -7°C
Boiling point 80 °C
density 0.864 g/mL at 25 °C(lit.)
vapor density 1.3 (vs air)
vapor pressure 310 mm Hg ( 55 °C)
refractive index n20/D 1.411(lit.)
Fp 20 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), Methanol (Slightly)
form Liquid
Specific Gravity0.864
color Clear colorless to pale yellow, may discolor to brown on storage
Odorat 100.00?%. sweet
explosive limit15.64%
Water Solubility MISCIBLE
Merck 14,6134
BRN 506021
Stability:Stable. Incompatible with strong bases, strong oxidizing agents, strong reducing agents. Heat and light sensitive. May undergo autopolymerization. Highly flammable. Refrigerate.
LogP0.142 (est)
CAS DataBase Reference78-94-4(CAS DataBase Reference)
NIST Chemistry ReferenceMethyl vinyl ketone(78-94-4)
EPA Substance Registry SystemMethyl vinyl ketone (78-94-4)
Safety Information
Hazard Codes F,T+,N
Risk Statements 11-26/27/28-34-43-50/53-26/28-68-40
Safety Statements 16-26-28-36/37/39-45-60-61-38
RIDADR UN 1251 6.1/PG 1
WGK Germany 3
RTECS EM9800000
8-10-19-23
TSCA Yes
HazardClass 6.1
PackingGroup I
HS Code 29141990
Hazardous Substances Data78-94-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
3-Buten-2-one English
SigmaAldrich English
ALFA English
Methyl vinyl ketone Usage And Synthesis
DescriptionMethyl vinyl ketone (MVK) is a stable, highly flammable, heatand light-sensitive, and colourless liquid. It is incompatible with strong bases, strong oxidising agents, and strong reducing agents and undergoes autopolymerisation. MVK is a reactive organic compound classified as an enone. It is a colourless to yellow, flammable, highly toxic liquid with a pungent odour. It is easily soluble in water, methanol, ethanol, and acetic acid. It can act as an alkylating agent. Its alkylating ability is both the source of its high toxicity and the feature that makes it a useful intermediate in organic synthesis. It polymerises spontaneously and is used in the manufacture of plastic polymers. It is also an intermediate in the synthesis of steroids and vitamin A.
Chemical PropertiesColourless liquid. Soluble in water and alcohols.
Chemical PropertiesMethyl vinyl ketone is a colorless liquid. Pungent odor.
UsesAlkylating agent; commercial starting material for plastics; as intermediate in the synthesis of steroids and vitamin A.
DefinitionChEBI: A methyl ketone that is butan-2-one with an unsaturation at position 3.
General DescriptionA clear colorless liquid with a pungent odor. Flash point 20 °F. May polymerize with the release of heat under exposure to heat or contamination. Less dense than water. Highly toxic by inhalation. Causes burns to skin, eyes and mucous membranes.
Air & Water ReactionsHighly flammable. Miscible with water. Unstable in the presence of heat, light and air.
Reactivity ProfileMethyl vinyl ketone is incompatible with strong oxidizers and strong bases. Methyl vinyl ketone polymerizes spontaneously upon exposure to heat or sunlight. This polymerization may cause violent ruptures in containers. .
Health HazardMethyl vinyl ketone is readily absorbed through the skin, causing general poisoning, similar to other ketones; inhalation has central nervous system depressant effects. It is irritating to mucous membranes and respiratory tract and to the skin; it is a lachrymator and can cause eye injury.
Fire HazardVapors form flammable mixtures with air, and may travel a considerable distance to a source of ignition and flash back. Polymerization may take place in containers, possibly with violent rupture of containers. Upon exposure to heat or flame, Methyl vinyl ketone emits toxic and irritating fumes. Container may explode in heat of fire. Vapor explosion and poison hazard indoors, outdoors, or in sewers. Polymerizes on standing. Hazardous polymerization may occur. Avoid heat or sunlight.
Safety ProfilePoison by ingestion, inhalation, and intraperitoneal routes. A severe irritant to skin, eyes, and mucous membranes. A lachrymator. Mutation data reported. See also KETONES. Dangerous fire hazard when exposed to heat, flame, or oxidizers. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes.
Potential ExposureMethyl vinyl ketone is used as an alkylating agent, a starting material for plastics; and an intermediate in the synthesis of steroids and Vitamin A.
ShippingUN1251 Methyl vinyl ketone, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, 8-Corrosive material, Inhalation Zone A.
Purification MethodsIt forms an 85% azeotrope with water. After drying with K2CO3 and CaCl2 (with cooling), the ketone is distilled at low pressures. [Beilstein 1 IV 3444.]
IncompatibilitiesVapors may form explosive mixture with air. Heat or shock may cause explosive polymerization. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, nitrated amines, azo, diazo, azido compounds, carbamates, organic cyanates.
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