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177164

Sigma-Aldrich

1,3-Cyclopentanedione

97%

Synonym(s):

1,3-Cyclopentadione

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About This Item

Linear Formula:
C5H6(=O)2
CAS Number:
3859-41-4
Molecular Weight:
98.10
Beilstein:
1362728
EC Number:
223-372-8
MDL number:
MFCD00001405
UNSPSC Code:
12352100
PubChem Substance ID:
24850619
NACRES:
NA.22
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Quality Level

100

Assay

97%

form

powder

mp

149-151 °C (lit.)

functional group

ketone

storage temp.

2-8°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

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Application

1,3-Cyclopentanedione was used in the synthesis of chemical probes for selective labeling of sulfenic acid proteins[1].
Versatile reagent[2] for synthesis of perhydroazulenes,[3] PGB1 analogues,[4] and Knoevenagel products.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK1395
STBJ1628
STBG4680V
STBG1198V
STBF0533V

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The Journal of Organic Chemistry, 58, 3953-3953 (1993)
Synlett, 539-539 (1993)
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
Aldrichimica Acta, 10, 19-19 (1977)
Carole Reymond et al.
Talanta, 205, 120063-120063 (2019-08-28)
A high number of factors controlled by the experimenter has to be optimized to successfully separate, ionize and detect compounds when analyzing complex matrices by liquid chromatography hyphenated to high resolution mass spectrometry (LC-UV/MS). Key steps to manage such hyphenation
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