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Merck

8.05901

Methyl vinyl ketone

(stabilised) for synthesis

Synonym(s):

Methyl vinyl ketone, 1-Buten-3-one, MVK, Vinyl methyl ketone

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About This Item

CAS Number:
78-94-4
Molecular Weight:
70.09
UNSPSC Code:
12352115
EC Index Number:
201-160-6
NACRES:
NA.22
MDL number:
MFCD00008777

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Product Name

Methyl vinyl ketone, (stabilised) for synthesis

SMILES string

O=C(C)C=C

InChI

1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

InChI key

FUSUHKVFWTUUBE-UHFFFAOYSA-N

vapor pressure

100 hPa ( 20 °C)

form

liquid

autoignition temp.

491 °C

potency

23.1 mg/kg LD50, oral (Rat)
35 mg/kg LD50, skin (Rat)

expl. lim.

2.1-15.6 % (v/v)

bp

80-81 °C/1013 hPa

transition temp

flash point -7 °C

density

0.85 g/cm3 at 20 °C

storage temp.

2-8°C

Quality Level

200

Analysis Note

Assay (GC, area%): ≥ 93.5 % (a/a)
Density (20°C/ 4°C): 0.850 - 0.860
Water (GC, area%): ≤ 5.0 % (a/a)
Identity (IR): passes test

Application

Methyl vinyl ketone can be used as a reagent to synthesize:
  • Isocoumarins by a Pd-catalyzed regioselective cyclization reaction with o-alkynylbenzoates in the presence of LiCl.      
  • Furan and pyrrole derivatives by Rh-catalyzed 1,4-carbonylative addition reaction with arylboronic acids.      
  • Poly(p-hydroxystyrene) compounds via radical copolymerization with p-hydroxystyrene derivatives.     
  • Aryl-thiocyanatobutan-2-one derivatives by reacting with aryldiazonium salts in the presence of copper(II) catalysts.

General description

Methyl vinyl ketone (MVK) is an organic compound that belongs to the class of enones. It is a useful synthetic reagent in organic synthesis for the preparation of various organic compounds. MVK is a 3-oxobutyl synthon, which undergoes a 1,4 conjugate addition (Michael addition) reaction. MVK is susceptible to anionic polymerization, therefore it is typically stored with hydroquinone, which inhibits polymerization.

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

19.4 °F

flash_point_c

-7 °C

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
8.05901.025004022536388212
8.05901.010004022536388205
8.05901.904004027269009267

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