W391018
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
Flavis number:
7.149
PubChem Substance ID:
UNSPSC Code:
12164502
FEMA Number:
3910
NACRES:
NA.21
EC Number:
204-435-9
MDL number:
Beilstein/REAXYS Number:
605573
Organoleptic:
minty
Grade:
FG, Halal, Kosher
Biological source:
synthetic
Agency:
meets purity specifications of JECFA
Food allergen:
no known allergens
InChI
1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2
InChI key
BGTOWKSIORTVQH-UHFFFAOYSA-N
SMILES string
O=C1CCCC1
biological source
synthetic
grade
FG, Halal, Kosher
agency
meets purity specifications of JECFA
reg. compliance
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
organoleptic
minty
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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.
signalword
Warning
hcodes
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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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)
Stephen Hanessian et al.
The Journal of organic chemistry, 77(21), 9458-9472 (2012-10-23)
This article describes synthetic studies that culminated in the first total synthesis of pactamycin and pactamycate and, in parallel, the two known congeners, de-6-MSA-pactamycin and de-6-MSA-pactamycate, lacking the 6-methylsalicylyl moiety. Starting with L-threonine as a chiron, a series of stereocontrolled
Jennifer A Dabrowski et al.
Organic letters, 12(16), 3598-3601 (2010-07-31)
Divergent reactivity is uncovered in the homologation of arylcyclobutanones with trimethylsilyldiazomethane. With Sc(OTf)(3) as catalyst, enolsilanes are obtained with a high preference for methylene migration. By contrast, Sc(hfac)(3) gives beta-ketosilanes with both regio- and diastereocontrol. Each adduct affords the cyclopentanone
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