- Product Name:
- Methyl cyclopentenolone
- 2-hydroxy-3-methyl-2-cyclopenten1-one (cycloten)
- 2-Hydroxy-3-methyl-2-cyclopenten-1-one (cyclotene)
- Product Categories:
- insect pheromone
- alcohol Flavor
- Mol File:
Methyl cyclopentenolone Chemical Properties
- Melting point:
- Boiling point:
- 170.05°C (rough estimate)
- 1.0795 (rough estimate)
- vapor pressure
- 2.1hPa at 20℃
- 2700 | METHYLCYCLOPENTENOLONE
- refractive index
- 1.4532 (estimate)
- Flash point:
- storage temp.
- Store at +2°C to +8°C.
- Chloroform (Slightly), Methanol (Slightly)
- White crystalline powder or fine crystals
- JECFA Number
- 0.4 at 25℃
- CAS DataBase Reference
- 80-71-7(CAS DataBase Reference)
- NIST Chemistry Reference
- 2-Cyclopenten-1-one, 2-hydroxy-3-methyl-(80-71-7)
- EPA Substance Registry System
- Maple lactone (80-71-7)
- Language:English Provider:Methyl cyclopentenolone
Methyl cyclopentenolone Usage And Synthesis
Methyl cyclopentenolone occurs in beechwood tar
and has a caramel-like (burnt sugar) odor. It has been identified as a flavor
component in food. Crystals of the compound usually contain 1 mol
of water. Synthetic routes of production are of limited importance in comparison
with isolation from beechwood tar. Homologs of cyclotene such as
3-ethyl-2-hydroxy-2-cyclopenten-1-one, C7H10O2, Mr 126.16,
2-hydroxy-3,4-dimethyl-2-cyclopenten-1-one, C7H10O2, Mr 126.16, and 2-hydroxy-3,5-dimethyl-2-cyclopenten-1-one, C7H10O2, Mr 126.16,
are also used as flavor ingredients and have similar caramel-like
Cyclotene and its homologs are frequently used in flavor compositions for its caramel note, for example, in beverages and in confectionery.
Reported to be found during the dry distillation of wood and in the corresponding tar oil. It has also been identified in fenugreek (FenaroWs Handbook of Flavor Ingredients, 1975).
Methyl Cyclopentenolone is a flavoring agent that is a white crys- talline powder. it has a nutty odor suggesting a maple-licorice aroma when diluted. it is soluble in alcohol and propylene glycol, slightly soluble in most fixed oils, and sparingly soluble in water. it is obtained by synthesis. it is also termed 3-methyl-cyclopentane-1,2-dione.
Methyl cyclopentenolone may be used as an analytical reference standard for the quantification of the analyte in commercial products using different chromatography techniques.
By ketonic hydrolysis of the corresponding dicarboxylic ester (Arctander, 1969)
The acute oral LD50 value in guinea-pigs was reported as 1.4 g/kg (Dow Chemical Company, 1953) and that in rats as > 1.85 g/kg, while the acute dermal LD50 value in guinea-pigs exceeded 2 g/kg (Moreno, 1976). Methylcyclopentenolone was lethal to mice and rats at ip doses of 0.5-1 g/kg (Shugaev, 1959), and at a concentration of 7 χ 10-4 m was toxic to cultured human leucocytes (Withers, 1966).
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.
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- 4-HYDROXY-5-PHENYL-4-CYCLOPENTENE-1 3-
- MAPLE LACTONE ISO-VALERATE
- METHYLCYCLOPENTENOLONE PROPIONATE
- Methyl cyclopentenolone
- Paraquat dichloride
- CHLOROPHOSPHONAZO III
- Methyl acetate
- Methyl bromide