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8.05901

Sigma-Aldrich

Methyl vinyl ketone

(stabilised) for synthesis

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Synonym(s):
Methyl vinyl ketone, 1-Buten-3-one, MVK, Vinyl methyl ketone
CAS Number:
Molecular Weight:
70.09
MDL number:
EC Index Number:
201-160-6

vapor pressure

100 hPa ( 20 °C)

Quality Level

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.

15-25°C

InChI

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

InChI key

FUSUHKVFWTUUBE-UHFFFAOYSA-N

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.

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.

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

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_germany

WGK 3

flash_point_f

19.4 °F

flash_point_c

-7 °C


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