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Sigma-Aldrich

3-Butenoic acid

97%

Synonym(s):

Vinylacetic acid

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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

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.)

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. 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. 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.

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

Certificates of Analysis (COA)

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Carlos Adelantado et al.
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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)
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
Robert Kourist et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(2), 557-563 (2011-01-06)
Variant G74C of arylmalonate decarboxylase (AMDase) from Bordatella bronchoseptica has a unique racemising activity towards profens. By protein engineering, variant G74C/V43A with a 20-fold shift towards promiscuous racemisation was obtained, based on a reduced activity in the decarboxylation reaction and
Justyna Grabska et al.
The journal of physical chemistry. A, 121(18), 3437-3451 (2017-04-18)
By near-infrared (NIR) spectroscopy and anharmonic density functional theory (DFT) calculations, we investigate five kinds of saturated and unsaturated carboxylic acids belonging to the group of short-chain fatty acids: propionic acid, butyric acid, acrylic acid, crotonic acid, and vinylacetic acid.
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