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Merck
CN

245925

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
EC Number:
209-732-7
Beilstein/REAXYS Number:
1633696
MDL number:
MFCD00004408
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854769
Assay:
97%
Form:
liquid

Key Documents

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InChI key

HVAMZGADVCBITI-UHFFFAOYSA-N

InChI

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

SMILES string

OC(=O)CCC=C

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.)

functional group

allyl, carboxylic acid

storage temp.

2-8°C

Quality Level

200

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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

signalword

Danger

hcodes

H302,H314

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8843
SHBS0908
SHBQ6326
SHBP3072
SHBN2045

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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)
W J Page et al.
Applied and environmental microbiology, 58(9), 2866-2873 (1992-09-01)
Azotobacter vinelandii UWD formed polyhydroxyalkanoate (PHA) copolymers containing beta-hydroxybutyrate and beta-hydroxyvalerate (HV) when grown in a medium containing glucose as the primary C source and valerate (pentanoate) as a precursor. Copolymer was not formed when propionate was added to the
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
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