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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
Form:
liquid
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vapor pressure

100 hPa ( 20 °C)

Quality Segment

200

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

SMILES string

O=C(C)C=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

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

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This Item
18274502469537713
Methyl vinyl ketone (stabilised) for synthesis

Sigma-Aldrich

8.05901

Methyl vinyl ketone

Poly(vinyl methyl ketone)

Sigma-Aldrich

182745

Poly(vinyl methyl ketone)

2-Butanone analytical standard

Supelco

02469

2-Butanone

4-Methyl-2-pentanone ≥99%

Sigma-Aldrich

537713

4-Methyl-2-pentanone

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

density

0.85 g/cm3 at 20 °C

density

1.12 g/mL at 25 °C (lit.)

density

0.805 g/mL at 25 °C (lit.)

density

0.801 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

bp

80-81 °C/1013 hPa

bp

-

bp

80 °C (lit.)

bp

117-118 °C

form

liquid

form

-

form

-

form

-

potency

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

potency

-

potency

-

potency

-

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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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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