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C112402

Sigma-Aldrich

Cyclopentanone

ReagentPlus®, ≥99%

Sinonimo/i:

Adipic ketone

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About This Item

Formula condensata:
C5H8(=O)
Numero CAS:
120-92-3
Peso molecolare:
84.12
Beilstein:
605573
Numero CE:
204-435-9
Numero MDL:
MFCD00001409
Codice UNSPSC:
12352100
ID PubChem:
24892352
NACRES:
NA.21

Livello qualitativo

200

Nome Commerciale

ReagentPlus®

Saggio

≥99%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.437 (lit.)

P. eboll.

130-131 °C (lit.)

Punto di fusione

−51 °C (lit.)

Densità

0.951 g/mL at 25 °C (lit.)

Stringa SMILE

O=C1CCCC1

InChI

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

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Descrizione generale

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.

Applicazioni

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.

Note legali

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

Pittogrammi

FlameExclamation mark
GHS02,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H226,H315,H319

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

86.0 °F - closed cup

Punto d’infiammabilità (°C)

30 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
STBK6286
STBJ8884
STBJ5037
STBH7310
STBG9370

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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)
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Articoli

Aldol Condensation Reaction

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

Baeyer-Villiger Oxidation Reaction

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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