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HomeProduct name list3-Methyl-1,2-cyclopentanedione

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
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)
ghs
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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