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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:
120-92-3
Molecular Weight:
84.12
NACRES:
NA.21
PubChem Substance ID:
24892352
UNSPSC Code:
12352100
EC Number:
204-435-9
MDL number:
MFCD00001409
Beilstein/REAXYS Number:
605573
Assay:
≥99%
Bp:
130-131 °C (lit.)

Key Documents

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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)

Quality Level

200

bp

130-131 °C (lit.)

mp

−51 °C (lit.)

density

0.951 g/mL at 25 °C (lit.)

functional group

ketone

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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.

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.

Legal Information

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

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

ppe

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

flash_point_f

81.5 °F

flash_point_c

27.5 °C

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB3361
STBL2466
STBL0184
STBL0509
STBK6286

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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)
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)
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)
Efficient and selective hydrogenation of biomass-derived furfural to cyclopentanone using Ru catalysts.
Fang R, et al.
Green Chemistry, 17(8), 4183-4188 (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)
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