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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.)
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Product Name

Cyclopentanone, ReagentPlus®, ≥99%

Quality Level

200

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

SMILES string

O=C1CCCC1

InChI

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

InChI key

BGTOWKSIORTVQH-UHFFFAOYSA-N

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

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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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB8041
SDBB3361
STBL2466
STBL0184
STBL0509

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Articles

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.

羟醛缩合反应

羟醛缩合反应是由Charles Wurtz推出的有机反应，他于1872年首次从乙醛中制备了β-羟基醛。

View All Articles
Efficient and selective hydrogenation of biomass-derived furfural to cyclopentanone using Ru catalysts.
Fang R, et al.
Green Chemistry, 17(8), 4183-4188 (2015)
Computational Kinetic Study for the Unimolecular Decomposition of Cyclopentanone.
Zaras AM, et al.
International Journal of Chemical Kinetics, 47(7), 439-446 (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)
View All Related Papers

Global Trade Item Number

SKUGTIN
C112402-2.5L04061837372711
C112402-100ML04061833460863
C112402-1L04061833460931