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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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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)
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)
Contents and Compositions of the Aroma in ?Wasanbon? Sugar.
Matsui T & Kitaoka S.
J. Nutr. Sci. Vitaminol., 27(6), 563-572 (1981)
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
Bryson W Katona et al.
The Journal of organic chemistry, 72(24), 9298-9307 (2007-10-26)
Deoxycholic acid (DCA) is an endogenous secondary bile acid implicated in numerous pathological conditions including colon cancer formation and progression and cholestatic liver disease. DCA involvement in these disease processes results partly from its ability to modulate signaling cascades within
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