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134716

Sigma-Aldrich

3-Butenoic acid

97%

Synonym(s):

Vinylacetic acid

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€128.00
100 G
€391.00

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25 G
€128.00
100 G
€391.00

About This Item

Linear Formula:
CH2=CHCH2COOH
CAS Number:
625-38-7
Molecular Weight:
86.09
Beilstein:
1699159
MDL number:
MFCD00002782
UNSPSC Code:
12352100
PubChem Substance ID:
24848176
NACRES:
NA.22

€128.00

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Assay

97%

contains

hydroquinone as inhibitor

refractive index

n20/D 1.423 (lit.)

bp

163 °C (lit.)

mp

−39 °C (lit.)

density

1.013 g/mL at 25 °C (lit.)

functional group

allyl
carboxylic acid

storage temp.

2-8°C

SMILES string

OC(=O)CC=C

InChI

1S/C4H6O2/c1-2-3-4(5)6/h2H,1,3H2,(H,5,6)

InChI key

PVEOYINWKBTPIZ-UHFFFAOYSA-N

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Application

3-Butenoic acid was used in the synthesis of polyethylene glycolated boltorn coatings[1]. It was used to study the inhibition of the enzyme-catalysed conversion of D-tyrosyl- phenylalanyl-glycine to D-tyrosyl-phenylaline amide by non-peptide carboxylic acids[2]. It was used in preparation of strained nitroso Diels-Aldrer adducts which undergo a domino ROC metathesis in the presence of Ru-carbene catalysts and olefins[3].

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Eye Dam. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD7474
BCBT8544
BCBK6900V
BCBC6587
BCBC6587V

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Géraldine Calvet et al.
Organic letters, 9(8), 1485-1488 (2007-03-14)
[reaction: see text] Strained bicyclic 3,6-dihydro-1,2-oxazine is a reactive substrate in domino metathesis with an external alkene. This general transformation leads to isoxazolo[2,3-a]pyridin-7-one, a versatile scaffold combining chemical functions that could be selectively oxidized or reduced. The synthetic relevance of
THIOL-ENE GENERATED AMPHIPHILIC PEGYLATED COATINGS FOR USE IN ANTI-BIOFOULING APPLICATIONS.
Bartels JW, et al.
Polymer Preprints (American Chemical Society, Division of Polymer Chemistry), 51(1), 399-399 (2010)
Carlos Adelantado et al.
Electrophoresis, 39(12), 1437-1442 (2018-03-27)
It is described a simple, rapid and efficient methodology to characterise and separate gold nanoprisms and nanooctahedra by capillary electrophoresis. This technique is suitable to distinguish between morphologies and it can be used as a powerful separation tool after a
Meghan E Dunn et al.
The journal of physical chemistry. A, 112(41), 10226-10235 (2008-09-19)
In this study we present the gas-phase vibrational spectrum of vinylacetic acid with a focus on the nu = 1-5 vibrational states of the OH stretching transitions. Cross sections for nu = 1, 2, 4 and 5 of the OH
Lvfeng Zhu et al.
The Journal of organic chemistry, 75(17), 6027-6030 (2010-08-13)
A challenging direct asymmetric hydrogenation of (E)-2-oxo-4-arylbut-3-enoic acids to give 2-hydroxy-4-arylbutanoic acids (85.4-91.8% ee) was achieved with a Ru catalyst based on SunPhos as the chiral ligand. Further investigation of the reaction revealed that partial isomerization of 2-hydroxy-4-arylbutenoic acids was
View All Related Papers

Questions

1–3 of 3 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/449/386/product-dating-information-mk.pdf

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  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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  3. Is this 3-Butenoic acid a solution or a solid?

    1 answer

    1. This product is a neat liquid with a density of 1.013 g/mL at 25 °C.

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