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W270008

Sigma-Aldrich

Methyl cyclopentenolone

anhydrous, 98%, FCC, FG

Synonym(s):

Cyclotene

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About This Item

Empirical Formula (Hill Notation):
C6H8O2
CAS Number:
80-71-7
Molecular Weight:
112.13
FEMA Number:
2700
EC Number:
201-303-2
Council of Europe no.:
758
UNSPSC Code:
12164502
PubChem Substance ID:
24901268
Flavis number:
7.056
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher
anhydrous

Agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.515

Assay

98%

mp

104-108 °C

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

caramel; coffee; maple; roasted; sweet

SMILES string

CC1CCC(=O)C1=O

InChI

1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h8H,2-3H2,1H3

InChI key

CFAKWWQIUFSQFU-UHFFFAOYSA-N

Related Categories

General description

Methyl cyclopentenolone has been identified in maple syrup, Wasanbon sugar and raw cane sugar.

Application

This material is found primarily as the enol form (CAS 80-71-7) in its pure, anhydrous state. Readily forms the diketone form (CAS 765-70-8) in solution.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H317,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

212.0 °F

Flash Point(C)

100 °C

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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The identification of methylcyclopentenolone and other compounds in maple sirup flavor extract.
Filipic VJ, et al.
Journal of Food Science, 30(6), 1008-1015 (1965)
Studies on the ?sugary flavor? of raw cane sugar.
Abe E, et al.
Proceedings of the Japan Academy. Series B, Physical and Biological Sciences, 54(9), 542-547 (1978)
Contents and Compositions of the Aroma in ?Wasanbon? Sugar.
Matsui T & Kitaoka S.
J. Nutr. Sci. Vitaminol., 27(6), 563-572 (1981)
Jae Heun Chung et al.
Journal of agricultural and food chemistry, 55(16), 6787-6792 (2007-07-17)
Activation of the redox-sensitive transcription factor, nuclear factor-kappa B (NF-kappaB), plays a central role in inflammation and aging processes by inducing pro-inflammatory genes. The present study was designed to unravel the molecular mechanisms underlying the anti-inflammation effects of 3-methyl-1,2-cyclopentanedione (3-MCP)
Seo Young Choi et al.
Biochimica et biophysica acta, 1770(12), 1612-1619 (2007-10-13)
Peroxisome proliferator-activated receptors (PPARs) are members of the nuclear hormone receptor superfamily that plays a pivotal role in regulating inflammatory gene expression. The purpose of this study was to investigate the effects of coffee extract, 3-methyl-1,2-cyclopentanedione (3-MCP) on PPARs in
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