| Identification | More | [Name]
3-Methyl-1,2-cyclopentanedione | [CAS]
765-70-8 | [Synonyms]
2-HYDROXY-3-METHYL-2-CYCLOPENTEN-1-ONE
2-HYDROXY-3-METHYL-2-CYCLOPENTENONE
3-METHYL-1,2-CYCLOPENTANEDIONE
3-METHYLCYCLOPENTANE-1,2-DIONE
FEMA 2700
MAPLE LACTONE
MCP
METHYL CYCLOPENTENALONE
METHYL CYCLOPENTENOLONE
2-Cyclopentanedione,3-methyl-1
3-methyl-2-cyclopentanedione
3-METHYL-1,2-CYCLOPENTANEDIONE ANHYDROUS
METHYL CYCLOPENTENOLONE 99+% FCC
3-Methylcyclopentane-1,2-dione, 98+%
1,2-Cyclopentanedione, 3-methyl-
Methyl cyclopentenlone
METHYLCYCLOPENTENOLLONE
3-METHYL-1,2-CYCLOPENTANEDIONE (MAPLE LACTONE)
2-Hydroxy-3-methyl-2-cyclopenten-1-one, 3-Methyl-1,2-cyclopentanedione, Maple lactone
2-Hydroxy-3-methyl-2-cyclopenten-1-one, Maple lactone | [EINECS(EC#)]
212-154-8 | [Molecular Formula]
C6H8O2 | [MDL Number]
MFCD00001417 | [Molecular Weight]
112.13 | [MOL File]
765-70-8.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO OFF-WHITE POWDER | [Melting point ]
104-108 °C(lit.) | [Boiling point ]
170.05°C (rough estimate) | [density ]
1.0795 (rough estimate) | [FEMA ]
2700 | [refractive index ]
1.4550 (estimate) | [Fp ]
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 | [Odor Type]
caramellic | [Water Solubility ]
soluble | [λmax]
259nm(EtOH)(lit.) | [JECFA Number]
418 | [BRN ]
2076520 | [InChI]
1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h4H,2-3H2,1H3 | [InChIKey]
OACYKCIZDVVNJL-UHFFFAOYSA-N | [SMILES]
CC1CCC(=O)C1=O | [LogP]
0.04 | [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 Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P280-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29142900 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
Methylcyclopentenolone has a sweet flavor somewhat similar to
licorice. | [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 | [Chemical Properties]
WHITE TO OFF-WHITE POWDER | [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 | [Definition]
ChEBI: 3-Methyl-1,2-cyclopentanedione is a cyclic ketone. | [Preparation]
Sublimes and distills at atmospheric pressure with decomposition. | [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. | [Synthesis]
1-Hydroxy-2,5-hexanedione (130 mg) was used as starting material and dissolved in water at 80 °C. Sodium bicarbonate (8.4 mg) was added as a catalyst and the reaction lasted for 12 hours. Upon completion of the reaction, extraction was carried out using chloroform to isolate the product. Purification by silica gel column chromatography afforded 3-methylcyclopentane-1,2-dione (91 mg) in 81% yield. The final product was analyzed by GC-MS and confirmed by comparison with 3-methylcyclopentane-1,2-dione standard. | [References]
[1] Patent: CN108129278, 2018, A. Location in patent: Paragraph 0018-0025 |
| Questions And Answer | Back Directory | [Application]
3-Methylcyclopentane-1,2-dione, also known as methylcyclopentenolone, is an important food flavoring agent with a prominent sweet maple-like aroma, hence the name maple lactone. Due to its caramel-like sweet aroma and nutty aroma, it has a wide range of uses. It can be used in various flavorings such as coffee, cocoa, chocolate, and nuts, and is also widely used in tobacco flavorings, detergents, and cosmetics. It can also be directly applied to foods such as bread and pastries. |
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