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Merck

W391018

Cyclopentanone

≥99%, FG

Sinónimos:

Adipic ketone, Dumasin, Ketopentamethylene

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Fórmula lineal:
C5H8(=O)
Número CAS:
Peso molecular:
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
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biological source

synthetic

Quality Level

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

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 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.


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pictograms

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signalword

Warning

Hazard Classifications

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

Clase de almacenamiento

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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Fragrance material review on cyclopentanone.
Scognamiglio J, et al.
Food And Chemical Toxicology, 50, S608-S612 (2012)
Pragya Verma et al.
The Journal of organic chemistry, 76(14), 5606-5613 (2011-06-02)
The density functional theory investigation on the mechanism of NHC-catalyzed cycloannulation reaction of the homoenolate derived from butenal with pentenone is studied. The M06-2X/6-31+G** and B3LYP/6-31+G** levels of theory, including the effect of continuum solvation in dichloromethane and tetrahydrofuran, are
Anqi Ma et al.
Organic letters, 12(16), 3634-3637 (2010-08-14)
The O-TMS-protected diphenylprolinol-catalyzed cascade double Michael addition reactions of alpha,beta-unsaturated aldehydes with a beta-keto ester bearing a highly electron-deficient olefin unit occur smoothly to afford polysubstituted cyclopentanones. This process allows formation of four contiguous stereocenters in the cyclopentanone ring in