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Merck
CN

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:
930-60-9
Molecular Weight:
96.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849946
EC Number:
213-219-3
Beilstein/REAXYS Number:
2038507
MDL number:
MFCD00001404
Assay:
95%
Form:
solid

Key Documents

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Product Name

4-Cyclopentene-1,3-dione, 95%

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.)

mp

34-36 °C (lit.)

functional group

ketone

storage temp.

2-8°C

Quality Level

100

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6144
MKCQ7701
MKCQ5015
MKCJ6779
MKBW8058V

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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
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
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
Mona Mokhtari et al.
Journal of agricultural and food chemistry, 66(22), 5531-5539 (2018-03-17)
Pathogenic fungi continue to develop resistance against current antifungal drugs. To explore the potential of agricultural waste products as a source of novel antifungal compounds, we obtained an unbiased GC-MS profile of 151 compounds from 16 commercial and experimental cultivars
Jiang Qian et al.
Chemical communications (Cambridge, England), 47(32), 9203-9205 (2011-07-09)
Facile, two-step synthesis and kinetic characterization of new chemical probes for selective labeling of sulfenic acid (-SOH) in proteins are presented. The synthesis route relies on the simple and highly efficient Michael addition of thiol containing tags or linkers to
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