3-Methyl-1,2-cyclopentanedione
Synonym(s):2-Hydroxy-3-methyl-2-cyclopenten-1-one;Maple lactone
- CAS NO.：765-70-8
- Empirical Formula: C6H8O2
- Molecular Weight: 112.13
- MDL number: MFCD00001417
- EINECS: 212-154-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 16:48:35
What is 3-Methyl-1,2-cyclopentanedione?
Description
Methylcyclopentenolone has a sweet flavor somewhat similar to licorice.
Chemical properties
WHITE TO OFF-WHITE POWDER
Chemical properties
Methylcyclopentenolone has a sweet flavor somewhat similar to licorice. This compound is also reported to have a nutty odor, and a maple-licorice aroma in dilute solution
Occurrence
Reported formed during the dry distillation of wood; found also in the corresponding tar oil; identified in fenugreek. Also reported found in black currants, onion, wheat bread, cured and cooked pork, beer, cocoa, coffee, barley, filbert, almond, sukiyaki, licorice, dried bonito and roasted chicory root
Preparation
Sublimes and distills at atmospheric pressure with decomposition.
Definition
ChEBI: 3-Methyl-1,2-cyclopentanedione is a cyclic ketone.
Aroma threshold values
Detection: 300 ppb
Taste threshold values
Taste characteristics at 5 ppm: sweet, maple, bready, caramellic with nutty nuances.
Synthesis Reference(s)
Synthesis, p. 104, 1975 DOI: 10.1055/s-1975-23673
General Description
3-Methyl-1,2-cyclopentanedione is present in coffee and is capable of scavenging peroxynitrite. It also has anti-inflammatory effects.
Properties of 3-Methyl-1,2-cyclopentanedione
| Melting point: | 104-108 °C(lit.) |
| Boiling point: | 170.05°C (rough estimate) |
| Density | 1.0795 (rough estimate) |
| refractive index | 1.4550 (estimate) |
| FEMA | 2700 | METHYLCYCLOPENTENOLONE |
| Flash point: | 100 °C |
| storage temp. | Store below +30°C. |
| solubility | soluble in Methanol |
| form | Powder |
| color | White to off-white |
| Odor | at 10.00 % in dipropylene glycol. sweet caramel maple sugar coffee woody |
| Water Solubility | soluble |
| λmax | 259nm(EtOH)(lit.) |
| JECFA Number | 418 |
| BRN | 2076520 |
| CAS DataBase Reference | 765-70-8(CAS DataBase Reference) |
| NIST Chemistry Reference | 1,2-Cyclopentanedione, 3-methyl-(765-70-8) |
| EPA Substance Registry System | 1,2-Cyclopentanedione, 3-methyl- (765-70-8) |
Safety information for 3-Methyl-1,2-cyclopentanedione
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-Methyl-1,2-cyclopentanedione
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![7-(BROMOMETHYL)-1,7-DIMETHYLBICYCLO[2.2.1]HEPTANE-2,3-DIONE](https://img.chemicalbook.in/StructureFile/ChemBookStructure21/GIF/CB0819280.gif)
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