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245925

Sigma-Aldrich

4-Pentenoic acid

97%

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Synonym(s):
3-Vinylpropionic acid, Allylacetic acid
Linear Formula:
CH2=CHCH2CH2COOH
CAS Number:
Molecular Weight:
100.12
Beilstein:
1633696
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

>1 (vs air)

Quality Level

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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This Item
W28430023221177047
4-Pentenoic acid 97%

Sigma-Aldrich

245925

4-Pentenoic acid

4-Pentenoic acid ≥98%, stabilized, FG

Sigma-Aldrich

W284300

4-Pentenoic acid

4-Pentynoic acid 95%

Sigma-Aldrich

232211

4-Pentynoic acid

3-Pentenoic acid is mainly present in the trans-form (≥90% GC), ≥95.0% (sum of isomers, GC)

Sigma-Aldrich

77047

3-Pentenoic acid

form

liquid

form

-

form

solid

form

liquid

refractive index

n20/D 1.428 (lit.)

refractive index

n20/D 1.428 (lit.)

refractive index

-

refractive index

n20/D 1.435

bp

83-84 °C/12 mmHg (lit.)

bp

83-84 °C/12 mmHg (lit.)

bp

110 °C/30 mmHg (lit.)

bp

192-194 °C (lit.)

mp

−22.5 °C (lit.)

mp

−22.5 °C (lit.)

mp

54-57 °C (lit.)

mp

-

density

0.981 g/mL at 25 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

density

-

density

0.986 g/mL at 20 °C (lit.)

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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8-Nonenoic acid 97%

Sigma-Aldrich

715433

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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)
Rec. Trav. Chim., 111, 478-478 (1992)
W Tang et al.
Chemical research in toxicology, 8(5), 671-682 (1995-07-01)
It is postulated that the hepatotoxicity of valproic acid (VPA) results from the mitochondrial beta-oxidation of its cytochrome P450 metabolite, 2-propyl-4-pentenoic acid (4-ene VPA), to 2-propyl-(E)-2,4-pentadienoic acid ((E)-2,4-diene VPA) which, in the CoA thioester form, either depletes GSH or produces
J S Hurst et al.
Experimental eye research, 59(1), 97-105 (1994-07-01)
12(S)-Hydroxyeicosatetraenoic acid (12(S)-HETE) is the predominant corneal lipoxygenase metabolite formed after injury. To investigate the metabolic fate of this eicosanoid in the tissue, [3H]12(S)-HETE was injected intracamerally into rabbits. Corneas were removed 1 to 18 hr after labeling. In some

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