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245925

Sigma-Aldrich

4-Pentenoic acid

97%

Synonym(s):

3-Vinylpropionic acid, Allylacetic acid

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About This Item

Linear Formula:
CH2=CHCH2CH2COOH
CAS Number:
591-80-0
Molecular Weight:
100.12
Beilstein:
1633696
EC Number:
209-732-7
MDL number:
MFCD00004408
UNSPSC Code:
12352100
PubChem Substance ID:
24854769
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

200

Assay

97%

form

liquid

refractive index

n20/D 1.428 (lit.)

bp

83-84 °C/12 mmHg (lit.)

mp

−22.5 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OC(=O)CCC=C

InChI

1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)

InChI key

HVAMZGADVCBITI-UHFFFAOYSA-N

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General description

The sulfonation of 4-pentenoic acid (Allylacetic acid) yields the corresponding γ-lactone.

Application

4-Pentenoic acid (Allylacetic acid) was used to inhibit fatty acid oxidation in rat heart mitochondria.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rec. Trav. Chim., 111, 478-478 (1992)
Selina Schimka et al.
The Journal of chemical physics, 147(3), 031101-031101 (2017-07-25)
Here we report on a light triggered remote control of microgel size in the presence of photosensitive surfactant. The hydrophobic tail of the cationic surfactant contains azobenzene group that undergoes a reversible photo-isomerization reaction from a trans- to a cis-state
On the rate-determining step of fatty acid oxidation in heart. Inhibition of fatty acid oxidation by 4-pentenoic acid.
J C Fong et al.
The Journal of biological chemistry, 253(19), 6917-6922 (1978-10-10)
J F Pouliot et al.
Canadian journal of physiology and pharmacology, 70(9), 1247-1253 (1992-09-01)
Fanconi's syndrome was investigated using brush border membrane (BBM) vesicles isolated from dog kidney. Sodium-dependent uptake of glucose, phosphate, and amino acids and protein phosphorylation were studied in BBM isolated from normal and from 4-pentenoate- and maleate-treated animals. The time
Y Boulanger et al.
Magnetic resonance in medicine, 28(1), 137-144 (1992-11-01)
The metabolism of 4-pentenoate in isolated kidney tubules has been investigated by 1H and 13C NMR. The 4-pentenoate metabolite, 3-keto-4-pentenoyl-CoA, accumulated in proximal tubules only and its formation could be competitively inhibited by octanoate. 4-Pentenoate was metabolized in thick ascending
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