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Key Documents

W284300

Sigma-Aldrich

4-Pentenoic acid

≥98%, stabilized, FG

Synonym(s):

3-Vinylpropionic acid, Allylacetic acid

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About This Item

Linear Formula:
CH2=CHCH2CH2COOH
CAS Number:
Molecular Weight:
100.12
FEMA Number:
2843
Beilstein:
1633696
EC Number:
Council of Europe no.:
2004
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.048
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

vapor density

>1 (vs air)

Assay

≥98%

contains

α-tocopherol, synthetic as stabilizer

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.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

cheese

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

4-Pentenoic acid is a volatile acid reported to be found in tobacco.

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

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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Steam volatile acids of Latakia tobacco leaf.
Creasy PJ & Saxby MJ.
Phytochemistry, 8(12), 2427-2429 (1969)
A Laurent et al.
Toxicology letters, 114(1-3), 203-214 (2000-03-14)
4-Hydroxy-2-nonenal (HNE) is a major aldehydic product of lipid peroxidation known to exert several biological and cytotoxic effects. The in vitro metabolism of [4-(3)H]-HNE by rat precision-cut liver slices was investigated. Liver slices rapidly metabolize HNE - about 85% of
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
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
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

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