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: 2024-12-18 14:08:57

3-Methyl-1,2-cyclopentanedione Structural

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.