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M87509

Sigma-Aldrich

3-Buten-2-one

contains 0.3-1.0% hydroquinone as stabilizer, technical grade, 90%

Synonym(s):

Methyl vinyl ketone, Vinyl methyl ketone

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About This Item

Linear Formula:
CH2=CHCOCH3
CAS Number:
78-94-4
Molecular Weight:
70.09
Beilstein:
506021
MDL number:
MFCD00008777
UNSPSC Code:
12352100
PubChem Substance ID:
24897283
NACRES:
NA.22
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grade

technical grade

Quality Level

200

vapor density

1.3 (vs air)

vapor pressure

310 mmHg ( 55 °C)
71 mmHg ( 20 °C)

Assay

90%

form

liquid

contains

0.3-1.0% hydroquinone as stabilizer

expl. lim.

15.64 %

impurities

<7% water

refractive index

n20/D 1.411 (lit.)

bp

81 °C (lit.)

solubility

H2O: soluble

density

0.864 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)C=C

InChI

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

InChI key

FUSUHKVFWTUUBE-UHFFFAOYSA-N

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Application

3-Buten-2-one can undergo conjugate addition with methanol over the solid base catalysts to afford 4-methoxy-butan-2-one.[1] It can also undergo coupling reaction with alkyltins and alkynes in the presence of a nickel complex to form stereo-defined conjugated enynes.[2]

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

19.4 °F - closed cup

Flash Point(C)

-7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9275
BCCM9276
BCCM9328
BCCM8329
BCCM8330

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Sigma-Aldrich

252557

4-Hydroxy-2-butanone

Synthesis of stereodefined enynes by the nickel-catalyzed coupling reaction of alkynyltins, alkynes, and enones.
Ikeda SI
Journal of the American Chemical Society, 116(13), 5975-5976 (1994)
Conjugate addition of methanol to 3-buten-2-one over solid base catalysts.
Kabashima H, et al.
Applied Catalysis A: General, 214(1), 121-124 (2001)
Kavita De et al.
The Journal of organic chemistry, 74(16), 6260-6265 (2009-07-23)
1,4-Addition of anilines onto Michael acceptors proceeds easily in specific polar protic solvents, without any promoting agent. According to the solvent and to the electrophile, the selectivity of the reaction can be finely tuned. With methyl acrylate as electrophile, only
Quan Cai et al.
Organic letters, 14(12), 3040-3043 (2012-05-26)
A formal [4 + 2] cycloaddition of 2,3-disubstituted indoles with vinyl methyl ketone was realized in the presence of a catalytic amount of quinine-derived primary amine and pentafluorobenzoic acid. This method provides bridged-ring indoline scaffolds containing two quaternary carbon centers
Palladium-mediated annulation of vinyl aziridines with Michael acceptors: stereocontrolled synthesis of substituted pyrrolidines and its application in a formal synthesis of (-)-α-kainic acid.
Martin A Lowe et al.
Angewandte Chemie (International ed. in English), 50(28), 6370-6374 (2011-06-01)
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Questions

1–3 of 3 Questions  

  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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  3. 90% 의 순도인데 나머지 10%는 어떤 물질인가요? 물인가요?? 물이라면 molecular seive를 넣어 보관해도 되나요?

    1 answer

    1. This product contains a small amount of hydroquinone as a stabilizer. Per product specification, a maximum of 7% water is allowable. While the minimum purity for this material is 90%, a review of recently produced lots show an average purity of 98%. Other impurities are not identified. Water is often the primary impurity with average values for recent lots ranging from 2 - 2.5%. The effectiveness of storing the material with seives or desiccants has not been evaluated, however this would not be detrimental.

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