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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/REAXYS Number:
1857601
EC Number:
216-797-5
MDL number:
MFCD00001413
UNSPSC Code:
12352100
PubChem Substance ID:
24850653
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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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assay

98%

assay

97%

assay

97%

assay

98%

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

refractive index

n20/D 1.489 (lit.)

refractive index

n20/D 1.509 (lit.)

refractive index

-

refractive index

-

bp

72-75 °C/8 mmHg (lit.)

bp

111-112 °C/18 mmHg (lit.)

bp

-

bp

-

density

1.043 g/mL at 25 °C (lit.)

density

1.078 g/mL at 25 °C (lit.)

density

-

density

-

form

liquid

form

liquid

form

-

form

-

General description

2-Acetylcyclopentanone (2-ACP) is a β-dicarbonyl compound which undergoes keto-enol isomerization[1].

Application

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

161.6 °F

flash_point_c

72 °C

ppe

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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    STBK2634
    STBH5597
    STBG4043V
    STBB2201V
    STBC5488V

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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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