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Cas Database

78-94-4

78-94-4

Identification

  • Product Name:Methyl vinyl ketone

  • CAS Number: 78-94-4

  • EINECS:201-160-6

  • Molecular Weight:70.091

  • Molecular Formula: C4H6O

  • HS Code:29141990

  • Mol File:78-94-4.mol

Synonyms:1-Buten-3-one;2-Butenone;3-Oxo-1-butene;3-Oxobutene;NSC 4853;Vinylmethyl ketone;3-Buten-2-one;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF; DangerousN; VeryT+

  • Hazard Codes:F,T+,N

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapourH300 Fatal if swallowed H310 Fatal in contact with skin H314 Causes severe skin burns and eye damage H317 May cause an allergic skin reaction H330 Fatal if inhaled H410 Very toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention . In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention . This material 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. (EPA, 1998) Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . For contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Ketones and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Use dry chemical, "alcohol resistant" foam, carbon dioxide, or water spray. Water may be ineffective. Use water spray to keep fire-exposed containers cool. fight fire from protected location or maximum possible distance. Approach fire from upwind to avoid hazardous vapors and toxic decomp products. 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, it 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. (EPA, 1998) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Remove all ignition sources. Personal protection: chemical protection suit including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Environmental considerations: air spill: Apply water spray or mist to knock down vapors. /Methyl vinyl ketone, stabilized/

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Fireproof. Cool. Keep in the dark. Separated from strong reducing agents, strong oxidants and strong bases. Store only if stabilized.3-Buten-2-one can only be stored in stabilized form at room temperature.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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Relevant articles and documentsAll total 170 Articles be found

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.

Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones

B?ttig, Sarah,Bochet, Christian G.,Egger, Timothy,Flachsmann, Felix,Gey, Olga

, (2021/10/19)

In depth headspace analysis of the slow degradation of β-alkylthioalkanones in ambient air led to the discovery of a novel δ-cleavage pathway, by which β-mercaptoketones are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors. A mechanistic model is proposed which suggests that the oxidative degradation occurs through a novel Pummerer-type rearrangement of initially formed persulfoxides.

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.

Efficient aerial oxidation of different types of alcohols using ZnO nanoparticle–MnCO3-graphene oxide composites

Adil, Syed Farooq,Assal, Mohamed E.,Shaik, Mohammed Rafi,Kuniyil, Mufsir,Hashmi, Azhar,Khan, Mujeeb,Khan, Aslam,Tahir, Muhammad Nawaz,Al-Warthan, Abdulrahman,Siddiqui, Mohammed Rafiq H.

, (2020/06/08)

Graphene–metal nanocomposites have been found to remarkably enhance the catalytic performance of metal nanoparticle-based catalysts. In continuation of our previous report, in which highly reduced graphene oxide (HRG)-based nanocomposites were synthesized and evaluated, we present nanocomposites of graphene oxide (GRO) and ZnO nanoparticle-doped MnCO3 ([ZnO–MnCO3/(1%)GRO]) synthesized via a facile, straightforward co-precipitation technique. Interestingly, it was noticed that the incorporation of GRO in the catalytic system could noticeably improve the catalytic efficiency compared to a catalyst (ZnO–MnCO3) without GRO, for aerial oxidation of benzyl alcohol (BzOH) employing O2 as a nature-friendly oxidant under base-free conditions. The impacts of various reaction factors were thoroughly explored to optimize reaction conditions using oxidation of BzOH to benzaldehyde (BzH) as a model substrate. The catalysts were characterized using X-ray diffraction, thermogravimetric analysis, Fourier transform infrared spectroscopy, field-emission scanning electron microscopy, Energy dispersive X-ray spectroscopy (EDX), Brunauer-Emmett-Teller (BET), and Raman spectroscopy. The (1%)ZnO–MnCO3/(1%)GRO exhibited significant specific activity (67 mmol.g?1.hr?1) with full convversion of BzOH and >99% BzH selectivity within just 6 min. The catalytic efficiency of the (1%)ZnO–MnCO3/(1%)GRO nanocomposite was significantly better than the (1%)ZnO–MnCO3/(1%)HRG and (1%)ZnO–MnCO3 catalysts, presumably due to the existence of oxygen-possessing groups on the GRO surface and as well as a very high surface area that could have been instrumental in uniformly dispersing the active sites of the catalyst, i.e., ZnO–MnCO3. Under optimum circumstances, various kinds of alcohols were selectively transformed to respective carbonyls with full convertibility over the (1%)ZnO–MnCO3/(1%)GRO catalyst. Furthermore, the highly effective (1%)ZnO–MnCO3/(1%)GRO catalyst could be successfully reused and recycled over five consecutive runs with a marginal reduction in its performance and selectivity.

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.

Process route upstream and downstream products

Process route

C<sub>33</sub>H<sub>30</sub>N<sub>4</sub>O<sub>9</sub>
1071040-00-0

C33H30N4O9

carbon dioxide
124-38-9,18923-20-1

carbon dioxide

1-amino-naphthalene
134-32-7

1-amino-naphthalene

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

4-nitro-aniline
100-01-6,104810-17-5

4-nitro-aniline

Conditions
Conditions Yield
With piperidine; acetic acid; In methanol;
N-formyl-6-methyl-N-(3-oxobutyl)-2-pyridylamine

N-formyl-6-methyl-N-(3-oxobutyl)-2-pyridylamine

2-Amino-6-methylpyridine
1824-81-3

2-Amino-6-methylpyridine

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

Conditions
Conditions Yield
With ammonium acetate;
1.3-butanediol
18826-95-4,107-88-0

1.3-butanediol

methanol
67-56-1

methanol

2-hydroxy-3-butene
598-32-3

2-hydroxy-3-butene

ethanol
64-17-5

ethanol

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

1-Hydroxy-3-butanone
590-90-9

1-Hydroxy-3-butanone

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

acetone
67-64-1

acetone

butanone
78-93-3

butanone

iso-butanol
78-92-2,15892-23-6

iso-butanol

butan-1-ol
71-36-3

butan-1-ol

Conditions
Conditions Yield
In neat (no solvent, gas phase); under 759.826 Torr;
1.3-butanediol
18826-95-4,107-88-0

1.3-butanediol

2-hydroxy-3-butene
598-32-3

2-hydroxy-3-butene

homoalylic alcohol
627-27-0

homoalylic alcohol

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

propionaldehyde
123-38-6

propionaldehyde

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

butyraldehyde
123-72-8

butyraldehyde

Conditions
Conditions Yield
With gadolinium(III) oxide; at 325 ℃; Inert atmosphere; Fixed-bed flow reactor;
(Z)-2-Butene
590-18-1

(Z)-2-Butene

2-hydroxy-3-butene
598-32-3

2-hydroxy-3-butene

(E/Z)-2-buten-1-ol
6117-91-5,542-72-3

(E/Z)-2-buten-1-ol

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

acetone
67-64-1

acetone

butanone
78-93-3

butanone

Conditions
Conditions Yield
With O(3P); Product distribution; Mechanism; low pressure;
3-diazo-2-butanone
14088-58-5

3-diazo-2-butanone

dimethylketene
598-26-5

dimethylketene

trans-2-Butene-oxide
39763-00-3

trans-2-Butene-oxide

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

Conditions
Conditions Yield
In solid matrix; at -253.2 ℃; Rate constant; Product distribution; Mechanism; Irradiation; perdeuterated 3-diazo-2-butanone (2-DZ(d6)), var. time and irradiation wavelengths;
3-diazo-2-butanone
14088-58-5

3-diazo-2-butanone

dimethylketene
598-26-5

dimethylketene

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

Conditions
Conditions Yield
at -263.2 ℃; Irradiation;
With argon; In gaseous matrix; at -263.2 ℃; for 0.5h; Mechanism; Irradiation;
Conditions
Conditions Yield
With pyrographite; at -196 ℃; Mechanism;
40.7%
22.4%
19%
9.4%
2.3%
2%
7,8-Epoxy-7,8-dimethylbicyclo<4.2.0>octa-2,4-dien-1,6-dicarbonsaeureanhydrid
82524-33-2

7,8-Epoxy-7,8-dimethylbicyclo<4.2.0>octa-2,4-dien-1,6-dicarbonsaeureanhydrid

dimethylketene
598-26-5

dimethylketene

phthalic anhydride
85-44-9

phthalic anhydride

methyl vinyl ketone
78-94-4,25038-87-3

methyl vinyl ketone

Conditions
Conditions Yield
With argon; In gaseous matrix; at -263.2 ℃; for 3h; Irradiation;
Conditions
Conditions Yield
at -196 ℃; Mechanism; Irradiation;
1.4%
3.2%
In gas; Yield given. Yields of byproduct given; Irradiation; irradiation at λ=457.9 nm, further at λ=220 nm;

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