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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/REAXYS Number:
1633696
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

>1 (vs air)

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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1 of 4

This Item
W28430023221177047
vibrant-m

245925

4-Pentenoic acid

vibrant-m

W284300

4-Pentenoic acid

vibrant-m

232211

4-Pentynoic acid

vibrant-m

77047

3-Pentenoic acid

Quality Level

200

Quality Level

400

Quality Level

200

Quality Level

100

mp

−22.5 °C (lit.)

mp

−22.5 °C (lit.)

mp

54-57 °C (lit.)

mp

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

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.)

form

liquid

form

-

form

solid

form

liquid

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

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
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
Rec. Trav. Chim., 111, 478-478 (1992)
Daniel C Whitehead et al.
Journal of the American Chemical Society, 132(10), 3298-3300 (2010-02-23)
A reagent controlled organocatalytic enantioselective chlorolactonization reaction has been developed. Several 4-aryl pentenoic acids were cyclized in the presence of 0.1 equiv of (DHQD)(2)PHAL, employing various N-chlorinated hydantoins as the terminal chlorenium source. Ten examples are presented with selectivities ranging
Manuela Hermann et al.
Journal of biotechnology, 133(3), 301-310 (2007-12-15)
Isolated from pig liver as a crude, inhomogeneous enzyme fraction, pig liver esterase (PLE) was found to metabolize a wide range of substrates; often in a highly stereoselective manner. This crude esterase preparation, however, contains several iso-enzymes at proportions varying

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