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General Material Information

Preferred name cyclotene
Trivial Name 3-Methyl-1,2-cyclopentanedione
Short Description methyl cyclopentenolone
Formula C6 H8 O2
CAS Number 765-70-8
Deleted CAS Number 79299-96-0
ECHA Number 212-154-8
FDA UNII Search
Nikkaji Number J193.136I
Beilstein Number 2076520
MDL MFCD00001417
COE Number 758
xLogP3-AA 0.20 (est)
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 765-70-8 ; METHYLCYCLOPENTENOLONE
Synonyms
  • cyclopantane-1,2-dione, 3-methyl-
  • 1,2-cyclopentanedione, 3-methyl-
  • cyclotene anhydrous natural
  • cyclotene anhydrous synthetic
  • 2-hydroxy-3-methyl-2-cyclopenten-1-one
  • kentonarome
  • maple lactone
  • maple lactone (anhydrous), natural
  • maple lactone (MCP) natural
  • maple lactone FCC
  • mcp
  • methyl cyclo pentenolone
  • methyl cyclo pentenolone natural
  • 3-methyl cyclopentane-1,2-dione
  • methyl cyclopentenelone
  • methyl cyclopentenolone
  • methyl cyclopentenolone (natural)
  • methyl cyclopentenolone anhydrous
  • methyl cyclopentenolone anhydrous natural
  • methyl cyclopentenolone FCC
  • methyl cyclopentenolone natural
  • methyl cyclopetenolone nat.
  • 3-methyl-1,2-cyclopentane dione
  • 3-methyl-1,2-cyclopentanedione
  • 3-methyl-2-cyclopenten-2-ol-1-one
  • 3-methylcyclopentane-1,2-dione
  • methylcyclopentenealcohol ketone
  • methylcyclopentenolone
  • 3-methylcyclopentane-1,2-dione
  • 1,2-Cyclopentanedione, 3-methyl-
  • 3-Methyl-1,2-cyclopentanedione
  • 3-Methyl-1,2-cyclopentadione

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

3-methylcyclopentane-1,2-dione
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:765-70-8
Pubchem (cid):61209
Pubchem (sid):135018728
Publications by PubMed
Unlocking doping and compositional profiles of nanowire ensembles using SIMS.
Fragrance material review on cyclotene propionate.
Contact planarization of ensemble nanowires.
Olfactory dysfunction in Parkinson's disease: Benefits of quantitative odorant examination.
Identification of hydroxycinnamic acid-maillard reaction products in low-moisture baking model systems.
Effect of grain type and toasting conditions of barrels on the concentration of the volatile substances released by the wood and on the sensory characteristics of Montepulciano d'Abruzzo.
Structure-reactivity relationships of flavan-3-ols on product generation in aqueous glucose/glycine model systems.
Prooxidant action of furanone compounds: implication of reactive oxygen species in the metal-dependent strand breaks and the formation of 8-hydroxy-2'-deoxyguanosine in DNA.
Reactivity of epicatechin in aqueous glycine and glucose maillard reaction models: quenching of C2, C3, and C4 sugar fragments.
Glial cell and fibroblast cytotoxicity study on 4026-cyclotene photosensitive benzocyclobutene (BCB) polymer films.
Olfactory event-related potentials in normal subjects and patients with smell disorders.
Quantitative model studies on the efficiency of precursors in the formation of cooling-active 1-pyrrolidinyl-2-cyclopenten-1-ones and bitter-tasting cyclopenta-[b]azepin-8(1H)-ones.
[Study on difference in olfactory response in dysosmia patients].
A comparison of headspace entrainment on Tenax with solid phase microextraction for the analysis of the aroma volatiles of cooked beef.
Influence of pyrolytic and aqueous-phase reactions on the mechanism of formation of Maillard products.
Covalent protein adduct formation and protein cross-linking resulting from the maillard reaction between cyclotene and a model food protein.
The effect of auricular acupuncture on olfactory acuity.
Coherence analysis of EEG changes during olfactory stimulation.
Coherence analysis of EEG changes during odour stimulation in humans.
In vitro studies of biological effects of cigarette smoke condensate. II. Induction of sister-chromatid exchanges in human lymphocytes by weakly acidic, semivolatile constituents.
Response characteristics of lateral hypothalamic neurons to odors in unanesthetized rabbits.
[Occupational impairment of the olfactory sense of chromate producing workers (author's transl)].
Contents and compositions of the aroma in "Wasanbon" sugar.
Mutagenicity of 1,5(or 7)-dimethyl-2,3,6,7-tetrahydro-1H,5H-biscyclopentapyrazine obtained from a cyclotene/NH3 browning model system.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB31543
FooDB:FDB008153
YMDB (Yeast Metabolome Database):YMDB01663
Export Tariff Code:2914.29.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

Suppliers

Advanced Biotech Alfrebro
Augustus Oils Aurochemicals
Axxence Aromatic Beijing Lys Chemicals
Bell Flavors & Fragrances Berjé
BOC Sciences Charkit Chemical
Citrus and Allied Essences De Monchy Aromatics
Ernesto Ventós Excellentia International
Fleurchem Foreverest Resources
Frey + Lau Fuzhou Farwell
Global Essence H. Interdonati, Inc.
Indukern F&F John Kellys (London)
K.L. Koh Enterprise Kun Shan P&A
Lluch Essence M&U International
Moellhausen Odowell Co.,ltd
OQEMA Pearlchem Corporation
Pell Wall Perfumes Penta International
PerfumersWorld Phoenix Aromas & Essential Oils
Primechem Prodasynth
R C Treatt & Co Ltd Reincke & Fichtner
Riverside Aromatics Sigma-Aldrich
Soda Aromatic SRS Aromatics
Sunaux International Synerzine
TCI AMERICA Tengzhou Xiang Yuan Aroma Chemicals
The John D. Walsh Company The Lermond Company
The Perfumers Apprentice Tianjin Danjun International
United International Vigon International
WEN International WholeChem
Advanced Biotech. Inc. Alfrebro LLC/ Archer Daniels Midland Company
Augustus Oils Ltd Axxence Aromatic GmbH
Beijing Lys Chemicals Co, LTD. Berje Inc.
Charkit Chemical Corporation Fleurchem, Inc.
Foreverest Resources Ltd. Global Essence Inc.
Indukern, S.A. F&F Ingredients Division Lluch Essence S.L.
M&U International LLC Moellhausen S.P.A.
Penta International Corporation PerfumersWorld Ltd.
Anhui Primechem Co., Ltd. Riverside Aromatics Ltd.
Soda Aromatic Co., Ltd. SRS Aromatics Ltd
Synerzine, Inc. The John D. Walsh Company, Inc
Tianjin Danjun International Trade Co., LTD. R C Treatt and Co Ltd
Qingdao Free Trade Zone United International Co Ltd Ernesto Ventós S.A.
WholeChem, LLC

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 112.12815856934
Melting Point 104 to 108°C @ 760 mm Hg
Vapor Pressure 0.978 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 0.26 est
Shelf life 12 months (or longer if stored properly.)
Solubility
alcohol Yes
propylene glycol Yes
water, slightly Yes
water, 3.095e+005 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Caramellic
sweet, caramellic, maple, sugar, coffee, woody, burnt, bready
Odor strength medium , recommend smelling in a 10.00 % solution or less
Substantivity 16 hour(s) at 100.00 %
Luebke, William tgsc, (1986) At 10.00 % in dipropylene glycol. sweet caramel maple sugar coffee woody
Mosciano, Gerard P&F 17, No. 4, 33, (1992) Caramellic, maple, sweet, burnt, coffee, bready nuances
Flavor Type: Caramellic
sweet, maple, bready, caramellic, nutty
Mosciano, Gerard P&F 17, No. 4, 33, (1992) At 5.00 ppm. Sweet, maple, bready, caramellic with nutty nuances
General comment Sweet maple bread caramel nutty

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
3 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for cyclotene usage levels up to:
3.0000 % in the fragrance concentrate.
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -13.00000
beverages(nonalcoholic): -11.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 8.0000015.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -5.60000
fruit ices: -5.60000
gelatins / puddings: -14.00000
granulated sugar: --
gravies: --
hard candy: -18.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):765-70-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61209
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-methylcyclopentane-1,2-dione
Chemidplus:0000765708