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168106

Sigma-Aldrich

Methyl 2-oxocyclopentanecarboxylate

95%

Synonym(s):

2-Methoxycarbonylcyclopentanone, Methyl cyclopentanone-2-carboxylate

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About This Item

Linear Formula:
(O=)C5H7CO2CH3
CAS Number:
10472-24-9
Molecular Weight:
142.15
Beilstein:
971717
EC Number:
233-962-7
MDL number:
MFCD00001411
UNSPSC Code:
12352100
PubChem Substance ID:
24850233
NACRES:
NA.22
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Assay

95%

refractive index

n20/D 1.456 (lit.)

bp

105 °C/19 mmHg (lit.)

density

1.145 g/mL at 25 °C (lit.)

functional group

ester
ketone

storage temp.

2-8°C

SMILES string

COC(=O)C1CCCC1=O

InChI

1S/C7H10O3/c1-10-7(9)5-3-2-4-6(5)8/h5H,2-4H2,1H3

InChI key

PZBBESSUKAHBHD-UHFFFAOYSA-N

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General description

Kinetics of complexation of methyl 2-oxocyclopentanecarboxylate with Cr(III) in aqueous solution has been investigated[1].

Application

Methyl 2-oxocyclopentanecarboxylate was used in the synthesis of:
  • 1,2-disubstituted imidazolylmethylcyclopentanol derivatives[2]
  • methyl 1-(4-bromobutyl)-2-oxocyclopentanecarboxylate[3]
  • methyl 1-(4-iodobutyl)-2-oxocyclopentanecarboxylate[3]
  • ethyl 1-(3-bromopropyl)-2-oxocyclohexanecarboxylate[3]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
S39740V
S39740
14010CB
05903JA
04320LG

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A Kato et al.
Chemical & pharmaceutical bulletin, 43(12), 2152-2158 (1995-12-01)
Two series of 1,2-disubstituted imidazolylmethylcyclopentanol derivatives (5a-d, 10a-d) were prepared by using easily available methyl 2-oxocyclopentanecarboxylate as the starting material. Evaluation of the aromatase inhibitory activities in vitro was performed. Their activities were compared with those of a steroidal aromatase
Kinetics of monochelation of aqueous chromium (III) by methyl 2-oxocyclopentanecarboxylate.
Rojas A, et al.
Journal of Physical Organic Chemistry, 13(2), 97-104 (2000)
Nickel (I) Salen-Catalyzed Reduction of 1-Haloalkyl-2-oxocycloalkanecarboxylates Three-and Four-Carbon Ring Expansions.
Mubarak MS, et al.
Journal of the Electrochemical Society, 154(11), F205-F210 (2007)

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