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117021

2-Methyl-1,3-cyclopentanedione

Name: 2-Methyl-1,3-cyclopentanedione
Brand: ALDRICH

99%

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About This Item

Linear Formula:

CH₃C₅H₅(=O)₂

CAS Number:

765-69-5

Molecular Weight:

112.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847313

EC Number:

212-153-2

Beilstein/REAXYS Number:

1237255

MDL number:

MFCD00001406

Assay:

99%

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Properties

Quality Level

100

assay

99%

mp

212-215 °C (lit.)

functional group

ketone

SMILES string

CC1C(=O)CCC1=O

InChI

1S/C6H8O2/c1-4-5(7)2-3-6(4)8/h4H,2-3H2,1H3

InChI key

HXZILEQYFQYQCE-UHFFFAOYSA-N

Gene Information

human ... ACHE(43), BCHE(590), CES1(1066)

Description

Application

2-Methyl-1,3-cyclopentanedione hs been used to explore deoxycholic acid (DCA) induced changes in cell signaling. DCA is a secondary bile acid implicated in numerous pathological conditions. It has also been used in the synthesis of (-)-curcumanolide A and (-)-curcumalactone by aldol-lactonization.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Dyotropic rearrangements of fused tricyclic β-lactones: application to the synthesis of (-)-curcumanolide A and (-)-curcumalactone.

Carolyn A Leverett et al.

Journal of the American Chemical Society, 134(32), 13348-13356 (2012-08-03)

Dyotropic rearrangements of fused, tricyclic β-lactones are described that proceed via unprecedented stereospecific, 1,2-acyl migrations delivering bridged, spiro-γ-butyrolactones. A unique example of this dyotropic process involves a fused bis-lactone possessing both β- and δ-lactone moieties which enabled rapid access to

Enantiomeric deoxycholic acid: total synthesis, characterization, and preliminary toxicity toward colon cancer cell lines.

Bryson W Katona et al.

The Journal of organic chemistry, 72(24), 9298-9307 (2007-10-26)

Deoxycholic acid (DCA) is an endogenous secondary bile acid implicated in numerous pathological conditions including colon cancer formation and progression and cholestatic liver disease. DCA involvement in these disease processes results partly from its ability to modulate signaling cascades within

Identification and characterization of novel benzil (diphenylethane-1,2-dione) analogues as inhibitors of mammalian carboxylesterases.

Randy M Wadkins et al.

Journal of medicinal chemistry, 48(8), 2906-2915 (2005-04-15)

Carboxylesterases (CE) are ubiquitous enzymes responsible for the metabolism of xenobiotics. Because the structural and amino acid homology among esterases of different classes, the identification of selective inhibitors of these proteins has proved problematic. Using Telik's target-related affinity profiling (TRAP)