78-94-4 Usage
Chemical Description
Methyl vinyl ketone (MVK) is a colorless liquid with a pungent odor.
Chemical Description
Methyl vinyl ketone is an organic compound with the formula CH3C(O)CH=CH2.
Description
Methyl vinyl ketone (MVK) is a stable, highly flammable, heat and light-sensitive, and colorless liquid. It is a reactive organic compound classified as an enone, with a pungent odor and is easily soluble in water, methanol, ethanol, and acetic acid. Its alkylating ability is both the source of its high toxicity and the feature that makes it a useful intermediate in organic synthesis.
Uses
Used in Chemical Synthesis:
Methyl vinyl ketone is used as an alkylating agent for its ability to transfer alkyl groups to other molecules, making it a valuable intermediate in various chemical reactions.
Used in Plastics Industry:
MVK is used as a commercial starting material for the production of plastic polymers, taking advantage of its tendency to polymerize spontaneously.
Used in Pharmaceutical Industry:
Methyl vinyl ketone serves as an intermediate in the synthesis of steroids and vitamin A, contributing to the development of essential medications and supplements.
Used in Organic Synthesis:
Due to its reactivity and alkylating ability, MVK is utilized as a versatile intermediate in organic synthesis, enabling the creation of a wide range of compounds for various applications across different industries.
Air & Water Reactions
Highly flammable. Miscible with water. Unstable in the presence of heat, light and air.
Reactivity Profile
Methyl 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 Hazard
Methyl 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 Hazard
Vapors 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 Profile
Poison 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 Exposure
Methyl vinyl ketone is used as an
alkylating agent, a starting material for plastics; and an
intermediate in the synthesis of steroids and Vitamin A.
Shipping
UN1251 Methyl vinyl ketone, stabilized, Hazard
class: 6.1; Labels: 6.1-Poison Inhalation Hazard,
3-Flammable liquid, 8-Corrosive material, Inhalation Zone A.
Purification Methods
It 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.]
Incompatibilities
Vapors 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.
Check Digit Verification of cas no
The CAS Registry Mumber 78-94-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 8 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 78-94:
(4*7)+(3*8)+(2*9)+(1*4)=74
74 % 10 = 4
So 78-94-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O/c1-5(2)7(8)6(3)4/h1,3H2,2,4H3
78-94-4Relevant articles and documents
Reactivity of Ionic Liquids: Reductive Effect of [C4C1im]BF4 to Form Particles of Red Amorphous Selenium and Bi2Se3 from Oxide Precursors
Knorr, Monika,Schmidt, Peer
, p. 125 - 140 (2020/12/17)
Temperature-induced change in reactivity of the frequently used ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([C4C1im]BF4) is presented as a prerequisite for the rational screening of reaction courses in material synthesis. [C4C1im]BF4 becomes active with oxidic precursor compounds in reduction reaction at ?≥200 °C, even without the addition of an external reducing agent. The reaction mechanism of forming red amorphous selenium from SeO2 is investigated as a model system and can be described similarly to the Riley oxidation. The reactive species but-1-ene, which is formed during the decomposition of [C4C1im]BF4, reacts with SeO2 and form but-3-en-2-one, water, and selenium. Elucidation of the mechanism was achieved by thermoanalytical investigations. The monotropic phase transition of selenium was analyzed by the differential scanning calorimetry. Beyond, the suitability of the single source oxide precursor Bi2Se3O9 for the synthesis of Bi2Se3 particles was confirmed. Identification, characterization of formed solids succeeded by using light microscopy, XRD, SEM, and EDX.
Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis
Yu, Peng,Bismuto, Alessandro,Morandi, Bill
supporting information, p. 2904 - 2910 (2020/01/25)
Described herein are two different methods for the synthesis of vinyl halides by a shuttle catalysis based iridium-catalyzed transfer hydrohalogenation of unactivated alkynes. The use of 4-chlorobutan-2-one or tert-butyl halide as donors of hydrogen halides allows this transformation in the absence of corrosive reagents, such as hydrogen halides or acid chlorides, thus largely improving the functional-group tolerance and safety profile of these reactions compared to the state-of-the-art. This method has granted access to alkenyl halide compounds containing acid-sensitive groups, such as tertiary alcohols, silyl ethers, and acetals. The synthetic value of those methodologies has been demonstrated by gram-scale synthesis where low catalyst loading was achieved.
TBN-Catalyzed Dehydrative N-Alkylation of Anilines with 4-Hydroxybutan-2-one
Cheng, Wenchen,Deng, Shue,Jiang, Liya,Ren, Lanhui,Wang, Zicheng,Zhang, Jian,Song, Weiguo
, p. 7372 - 7377 (2019/11/28)
Until now, the substitution of alcohols by N-nucleophiles via TBN-catalyzed dehydrogenation was not known. Herein, we reported a TBN catalyzed dehydrative N-alkylation of anilines with 4-hydroxybutan-2-one in the presence of TEMPO, which was different from the TEMPO/TBN catalyzed oxidation reactions. A range of anilines reacted successfully with 4-hydroxybutan-2-one to generate the N-monoalkylation products in good yields. Mechanistic studies revealed that this reaction most possibly proceeded through aza-Michael addition. Water was the only by-product, making it more environmentally friendly. The gram-scale reactions verified the synthetic practicality of this protocol.