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W270015

Sigma-Aldrich

Methyl cyclopentenolone

greener alternative

anhydrous, natural, 97%, FG

Synonym(s):

Cyclotene

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About This Item

Empirical Formula (Hill Notation):
C6H8O2
CAS Number:
Molecular Weight:
112.13
FEMA Number:
2700
EC Number:
Council of Europe no.:
758
UNSPSC Code:
12164502
Flavis number:
7.056
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
anhydrous
natural

Quality Level

agency

follows IFRA guidelines

reg. compliance

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

assay

97%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

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

greener alternative category

organoleptic

bread; burnt; caramel; 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

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General description

Methyl cyclopentenolone is one of the flavor compounds of maple syrup, coffee oil and wood smoke. It is reported to be one the key aroma compounds in Wasanbon sugar, contributing to the maple-like flavor. Methyl cyclopentenolone is also one of the major volatile compound formed during the thermal degradation of glucose.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product is a Biobased products, showing key improvements in Green Chemistry Principles “Less Hazardous Chemical Syntheses” and “Use of Renewable Feedstock”.

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

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Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

212.0 °F

flash_point_c

100 °C


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Volatile compounds generated from thermal reaction of methionine and methionine sulfoxide with or without glucose.
Yu TH & Ho CT.
Journal of Agricultural and Food Chemistry, 43(6), 1641-1646 (1995)
Some compounds formed during nonenzymic browning of orange powder.
Tatum JH, et al.
Journal of Agricultural and Food Chemistry, 15(5), 773-775 (1967)
Contents and Compositions of the Aroma in ?Wasanbon? Sugar.
Matsui T & Kitaoka S.
J. Nutr. Sci. Vitaminol., 27(6), 563-572 (1981)
The flavor chemistry of wood smoke.
Maga JA
Food Reviews International, 3(1-2), 139-183 (1987)
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)

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