161683
4-Cyclopentene-1,3-dione
95%
Synonym(s):
1-Cyclopentene-3,5-dione, 2-Cyclopenten-1,4-dione, 2-Cyclopentene-1,4-dione, Cyclopent-4-en-1,3-dione, Cyclopentene-3,5-dione, Cyclopentenedione
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About This Item
Linear Formula:
C5H4(=O)2
CAS Number:
Molecular Weight:
96.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
213-219-3
Beilstein/REAXYS Number:
2038507
MDL number:
Assay:
95%
Form:
solid
InChI key
MCFZBCCYOPSZLG-UHFFFAOYSA-N
InChI
1S/C5H4O2/c6-4-1-2-5(7)3-4/h1-2H,3H2
SMILES string
O=C1CC(=O)C=C1
assay
95%
form
solid
bp
60 °C/1 mmHg (lit.)
Quality Level
functional group
ketone
storage temp.
2-8°C
Related Categories
Application
4-Cyclopentene-1,3-dione was used in the synthesis of 2-methoxymethylene-4-cyclopentene-1,3-dione and chrysotrione B (2-acylcyclopentene-1,3-dione derivative). It was used to investigate the influence of sulfiydryl group-specific reagents on activity of bovine heart phospholipid exchange protein.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
183.2 °F - closed cup
flash_point_c
84 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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T Bui et al.
Biochimica et biophysica acta, 1397(1), 31-42 (1998-04-18)
The molecular pathways by which the cyclopentenone prostaglandins (PGA and PGJ series) inhibit cell growth and tumorigenicity are poorly understood. These cellular responses may be caused by specific regulation of growth-related and stress-induced genes. A variety of prostaglandins were tested
P E DiCorleto et al.
The Journal of biological chemistry, 254(16), 7795-7802 (1979-08-25)
Two phospholipid exchange proteins from bovine heart have been purified approximately 2000-fold and judged greater than 90% pure. The proteins are similar in molecular weight (both 33,400 by polyacrylamide gel electrophoresis and 23,500 by gel filtration), in amino acid composition
Mitchell G Springer et al.
The journal of physical chemistry. A, 113(47), 13318-13326 (2009-09-09)
The cavity ringdown absorption spectrum of 4-cyclopentene-1,3-dione was recorded near 487 nm in a room-temperature gas cell. The very weak band system (epsilon approximately 0.05 dm3 mol-1 cm-1) in this region is due to the T1(n,pi*) <-- S0 electronic transition.
L Lizardi et al.
The Journal of membrane biology, 129(2), 167-178 (1992-08-01)
Voltage-clamp experiments using the three-microelectrode voltage clamp technique were performed on ventroabdominal flexor muscles of the crustacean Atya lanipes. Potassium and chloride currents were found to underlie the normal, passive response of the muscle. Blocking potassium currents with tetraethylammonium and
Yoshihiro Uto et al.
Bioorganic & medicinal chemistry, 16(11), 6042-6053 (2008-05-14)
We designed chiral 2-nitroimidazole derivatives containing a 2-aminomethylene-4-cyclopentene-1,3-dione moiety as antiangiogenic hypoxic cell radiosensitizers. Based on results of molecular orbital calculations, the 2-aminomethylene-4-cyclopentene-1,3-dione moiety is expected to show high electrophilicity comparable to that of the 2-methylene-4-cyclopentene-1,3-dione moiety included in TX-1123
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