29733
1,3-Cyclopentanedione
purum, ≥97.0% (HPLC), white to brown
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About This Item
Linear Formula:
C5H6(=O)2
CAS Number:
Molecular Weight:
98.10
EC Number:
223-372-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1362728
MDL number:
grade
purum
assay
≥97.0% (HPLC)
color
white to brown
mp
149-151 °C (lit.), 149-152 °C
SMILES string
O=C1CCC(=O)C1
InChI
1S/C5H6O2/c6-4-1-2-5(7)3-4/h1-3H2
InChI key
LOGSONSNCYTHPS-UHFFFAOYSA-N
Application
1,3-Cyclopentanedione has been used:
- in synthesis of densely substituted 3-arylaminoacrylates
- in synthesis of phytoprostane B1 types I and II
- as initiator during horseradish peroxidase-mediated polymerization of styrene
- in the preparation of 2-chloro-1,3-cyclopentanedione, possible precursor of caldariomycin
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Annika Schmidt et al.
The Journal of organic chemistry, 72(5), 1699-1706 (2007-02-09)
The synthesis of the phytoprostane B1 types I and II is achieved in high overall yield (35-53%) by only two principal transformations starting from 1,3-cyclopentanedione. The first side chain is attached via O-acylation of the 1,3-dione followed by rearrangement and
BIOLOGICAL CHLORINATION. VIII. LATE INTERMEDIATES IN THE BIOSYNTHESIS OF CALDARIOMYCIN.
J R BECKWITH et al.
The Journal of biological chemistry, 238, 3091-3094 (1963-09-01)
A Singh et al.
Biomacromolecules, 1(4), 592-596 (2001-11-17)
Horseradish peroxidase-mediated polymerization of styrene at ambient temperature is reported. Molecular weight and yield of polystyrene were influenced by solvent, concentration of hydrogen peroxide, and initiator (beta-diketones, coumarin). THF:H2O (v/v) and hydrogen peroxide (0.082 mol/L) provided maximum yield of polymer
Yan Sun et al.
Molecular diversity, 16(1), 163-171 (2011-12-01)
An efficient synthetic method for the densely substituted 3-arylaminoacrylates was successfully developed via the one-pot reaction of arylamines, methyl propiolate, aromatic aldehydes, and active methylene compounds such as pivaloylacetonitrile, 1,3-cyclopentanedione, and 4-hydroxycoumarin. The key step of the reaction was believed
Ana Martinez et al.
Journal of medicinal chemistry, 48(23), 7103-7112 (2005-11-11)
The 2,4-disubstituted thiadiazolidinones (TDZD) are described as the first ATP-noncompetitive GSK-3 inhibitors. Following an SAR study about TDZD, different structural modifications in the heterocyclic ring aimed to test the influence of each heteroatom on the biological study are here reported
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