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Merck

C112402

Cyclopentanone

≥99%, liquid, suitable for synthesis, ReagentPlus®

Synonym(s):

Adipic ketone

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About This Item

Linear Formula:
C5H8(=O)
CAS Number:
Molecular Weight:
84.12
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
204-435-9
MDL number:
Beilstein/REAXYS Number:
605573
Assay:
≥99%
Bp:
130-131 °C (lit.)
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Product Name

Cyclopentanone, ReagentPlus®, ≥99%

InChI

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

InChI key

BGTOWKSIORTVQH-UHFFFAOYSA-N

SMILES string

O=C1CCCC1

product line

ReagentPlus®

assay

≥99%

form

liquid

dilution

(for general lab use)

refractive index

n20/D 1.437 (lit.)

bp

130-131 °C (lit.)

mp

−51 °C (lit.)

density

0.951 g/mL at 25 °C (lit.)

functional group

ketone

Quality Level

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Application

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.

General description

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.

Legal Information

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

pictograms

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signalword

Warning

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

86.0 °F - closed cup

flash_point_c

30 °C - closed cup

ppe

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


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Giga-pixel fluorescent imaging over an ultra-large field-of-view using a flatbed scanner.
Gorocs Z, et al.
Lab on a chip, 13(22), 4460-4466 (2013)
Efficient and selective hydrogenation of biomass-derived furfural to cyclopentanone using Ru catalysts.
Fang R, et al.
Green Chemistry, 17(8), 4183-4188 (2015)
Antibacterial and antioxidant activity evaluation of novel symmetrical and unsymmetrical C5-curcuminoids.
Manohar S, et al.
Indian Journal of Chemistry, 54, 1235-1246 (2015)
Cyclopentanone as a Cation-Stabilizing Electron-Pair Donor in the Calcium-Catalyzed Intermolecular Carbohydroxylation of Alkynes.
Stopka T and Niggemann M.
Organic Letters, 17(6), 1437-1440 (2015)
Ring Puckering in Five-Membered Rings. III. The Microwave Spectrum, Dipole Moment, and Structure of Cyclopentanone.
Kim H and Gwinn WD.
J. Chem. Phys. , 51(5), 181519-181519 (1969)

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