134716

Sigma-Aldrich

3-Butenoic acid

97%

Synonym(s):
Vinylacetic acid
Linear Formula:
CH2=CHCH2COOH
CAS Number:
Molecular Weight:
86.09
Beilstein/REAXYS Number:
1699159
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

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.

Packaging

25, 100 g in glass bottle

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3265 8 / PGII

WGK Germany

WGK 3

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...
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...
A F Bradbury et al.
European journal of biochemistry, 189(2), 363-368 (1990-04-30)
The ability of a series of non-peptide carboxylic acids to act as substrates or inhibitors of the peptide-amidating enzyme (peptidyl-glycine hydroxylase) was assessed by determining their ability to reduce the rate of enzymic conversion of D-tyrosyl-valyl-glycine or D-tyrosyl-phenylalanyl-glycine to the...

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