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W391018

Sigma-Aldrich

Cyclopentanone

≥99%, FG

Synonym(s):

Adipic ketone, Dumasin, Ketopentamethylene

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About This Item

Linear Formula:
C5H8(=O)
CAS Number:
Molecular Weight:
84.12
FEMA Number:
3910
Beilstein:
605573
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.149
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 110

Assay

≥99%

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.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

minty

SMILES string

O=C1CCCC1

InChI

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

InChI key

BGTOWKSIORTVQH-UHFFFAOYSA-N

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General description

Cyclopentanone is a cyclic ketone that occurs in allium species, beef, cheese, and chicken. It is generally used as a fragrance ingredient in fragrances and in non-cosmetic products.

Application


  • High-oxygen-modified atmospheric packaging delays flavor and quality deterioration in fresh-cut broccoli.: This research investigates the impact of high-oxygen-modified atmospheric packaging on the preservation of fresh-cut broccoli. Cyclopentanone is identified as a significant compound in the aroma profile, contributing to the understanding of packaging technologies that maintain food quality and extend shelf life. (He et al., 2024).

  • Selective production of methylindan and tetralin with xylose or hemicellulose.: The study focuses on the selective production of methylindan and tetralin using xylose or hemicellulose, with Cyclopentanone playing a key role in the catalytic processes. This research provides insights into sustainable chemical production from biomass-derived feedstocks. (Zou et al., 2024).

  • Synthesis of Hydroxylamine via Ketone-Mediated Nitrate Electroreduction.: This paper presents a novel method for synthesizing hydroxylamine through ketone-mediated nitrate electroreduction, utilizing Cyclopentanone. The findings demonstrate the versatility of Cyclopentanone in electrochemical synthesis and its potential for green chemistry applications. (Jia et al., 2024).


Other Notes

Handle and store under inert gas.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fragrance material review on cyclopentanone.
Scognamiglio J, et al.
Food And Chemical Toxicology, 50, S608-S612 (2012)
Hui Ming Ge et al.
Journal of the American Chemical Society, 134(30), 12323-12325 (2012-07-18)
The first total synthesis of (-)-lannotinidine B, a unique tetracyclic constitutent of Lycopodium annotinum, has been accomplished in 10 steps with 23% overall yield. The completed short and efficient synthesis is characterized with three highly chemo- and/or stereoselective reductive-amination steps
Fulong Li et al.
The Journal of organic chemistry, 76(8), 2820-2827 (2011-03-11)
To turn side products into major products, a novel strategy to access biologically active 4-aminocyclopent-2-enones was developed. These compounds were originally identified as side products but became major products when 3,5-dimethylpyran-3,4-diol 7a was used as the substrate and 30% InBr(3)
Lin Du et al.
Journal of natural products, 75(10), 1819-1823 (2012-10-11)
An uncommon 2,5-diarylcyclopentenone compound, preussidone (1), and a new biphenyl compound, 1',5-dimethoxy-3,5'-dimethyl-2,3'-oxybiphenyl-1,2'-diol (4), together with two known biphenyl compounds, 5-methoxy-3,5'-dimethyl-2,3'-oxybiphenyl-1,1',2'-triol (2) and cyperin (3), were obtained from a Preussia typharum isolate that was procured using a panel of unconventional media
Jurij Jakobi et al.
Langmuir : the ACS journal of surfaces and colloids, 26(10), 6892-6897 (2010-04-17)
The generation of nonoxidized magnetic alloy nanoparticles is still a challenge using conventional chemical reduction methods. However, because these nanoparticles are currently attracting much attention, alternative methods are required. In this context, the applicability of femtosecond laser ablation, which has

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