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179779

Sigma-Aldrich

2-Acetylcyclopentanone

98%

Synonym(s):

α-Acetylcyclopentanone, 2-Acetyl-1-cyclopentanone

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About This Item

Linear Formula:
CH3COC5H7(=O)
CAS Number:
1670-46-8
Molecular Weight:
126.15
Beilstein:
1857601
EC Number:
216-797-5
MDL number:
MFCD00001413
UNSPSC Code:
12352100
PubChem Substance ID:
24850653
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.489 (lit.)

bp

72-75 °C/8 mmHg (lit.)

density

1.043 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

CC(=O)C1CCCC1=O

InChI

1S/C7H10O2/c1-5(8)6-3-2-4-7(6)9/h6H,2-4H2,1H3

InChI key

OSWDNIFICGLKEE-UHFFFAOYSA-N

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General description

2-Acetylcyclopentanone (2-ACP) is a β-dicarbonyl compound which undergoes keto-enol isomerization.

Application

2-Acetylcyclopentanone was used to evaluate the protective abilities of 2-ACP in a mouse model of acetaminophen (APAP) hepatotoxicity.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

161.6 °F

Flash Point(C)

72 °C

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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Sungnam Park et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 12(4), 799-805 (2011-02-09)
2-Acetylcyclopentanone (2-ACP), which is a β-dicarbonyl compound, undergoes keto-enol isomerization, and its enol tautomers are stabilized by a cyclic intramolecular hydrogen bond. 2-ACP (keto form) has symmetric and asymmetric vibrational modes of the two carbonyl groups at 1748 and 1715
Lihai Zhang et al.
The Journal of pharmacology and experimental therapeutics, 346(2), 259-269 (2013-06-14)
Our previous research showed that enolates formed from 1,3-dicarbonyl compounds, such as 2-acetylcyclopentanone (2-ACP), could provide protection in cell culture models from electrophile- or oxidative stress-induced toxicity. In the present study, we evaluated the protective abilities of 2-ACP in a

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