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Merck

C112402

Sigma-Aldrich

Cyclopentanon

ReagentPlus®, ≥99%

Synonym(e):

Adipic ketone

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About This Item

Lineare Formel:
C5H8(=O)
CAS-Nummer:
Molekulargewicht:
84.12
Beilstein:
605573
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.21

Qualitätsniveau

Produktlinie

ReagentPlus®

Assay

≥99%

Form

liquid

Brechungsindex

n20/D 1.437 (lit.)

bp

130-131 °C (lit.)

mp (Schmelzpunkt)

−51 °C (lit.)

Dichte

0.951 g/mL at 25 °C (lit.)

SMILES String

O=C1CCCC1

InChI

1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2

InChIKey

BGTOWKSIORTVQH-UHFFFAOYSA-N

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Allgemeine Beschreibung

Cyclopentanone is cyclic ketone. Baeyer-Villiger-oxidation of cyclopentanone using aqueous hydrogen peroxide containing 30% H2O2, solid acid catalysts has been studied. Microwave spectra of cyclopentanone has been reported. Transformation of furfural (FFA) to cyclopentanone (CPO) by various methods has been reported. Unimolecular degradation pathways of cyclopentanone have been studied.

Anwendung

Cyclopentanone was used to design an absorbing fluorescent filter for fluorescent imaging system.
It may be used in the following studies:
  • Preparation of (2E,5E)-2,5-bis(4-(azidomethyl)benzylidene) cyclopentanone, via cross-aldol condensation.
  • Preparation of symmetrical C-5 curcuminoids by reacting with substituted benzaldehyde via Claisen-Schmidt condensation.
  • As an electron pair donor to stabilize allyl and vinyl cations during intramolecular carbohydroxylation of alkynes.

Rechtliche Hinweise

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Piktogramme

FlameExclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

86.0 °F - closed cup

Flammpunkt (°C)

30 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Sigma-Aldrich

484431

1-Methoxy-2-propyl-acetat

2-Cyclopenten-1-on 98%

Sigma-Aldrich

C112909

2-Cyclopenten-1-on

Capronaldehyd 98%

Sigma-Aldrich

115606

Capronaldehyd

4-Methylcyclohexanon 99%

Sigma-Aldrich

173614

4-Methylcyclohexanon

3-Methyl-2-cyclopentenon 97%

Sigma-Aldrich

145777

3-Methyl-2-cyclopentenon

Antibacterial and antioxidant activity evaluation of novel symmetrical and unsymmetrical C5-curcuminoids.
Manohar S, et al.
Indian Journal of Chemistry, 54, 1235-1246 (2015)
Carbon supported Pd-Cu catalysts for highly selective rearrangement of furfural to cyclopentanone.
Hronec M, et al.
Applied Catalysis. B, Environmental, 181, 210-219 (2016)
Computational Kinetic Study for the Unimolecular Decomposition of Cyclopentanone.
Zaras AM, et al.
International Journal of Chemical Kinetics, 47(7), 439-446 (2015)
Selective conversion of furfural to cyclopentanone or cyclopentanol using different preparation methods of Cu-Co catalysts.
Li XL, et al.
Green Chemistry, 17(2), 1038-1046 (2015)
Efficient and selective hydrogenation of biomass-derived furfural to cyclopentanone using Ru catalysts.
Fang R, et al.
Green Chemistry, 17(8), 4183-4188 (2015)

Artikel

The aldol condensation reaction is an organic reaction introduced by Charles Wurtz, who first prepared the β-hydroxy aldehyde from acetaldehdye in 1872.

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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