3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone

Synonym(s):Ethyl fenugreek lactone;Maple furanone

CAS NO.：698-10-2
Empirical Formula: C7H10O3
Molecular Weight: 142.15
MDL number: MFCD00036673
EINECS: 211-811-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-18 18:48:51

3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone Structural

What is 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone?

Chemical properties

light yellow liqui

Chemical properties

Abhexone has been found in, for example, lovage and roasted coffee. It has a bouillon-like, coffee and lovage aroma, depending on its concentration. It can be prepared starting from alkyl 2-oxobutanoate either by self-condensation followed subsequently by decarbomethoxylation or by condensation with propionaldehyde and subsequent cyclization . Alkyl 2-oxobutanoate is available from acrylaldehyde and sodium cyanide via alkyl 2-hydroxy-3-butenoate or by reaction of dialkyloxalate with ethyl magnesium bromide . It is used for aromatization of food.

Chemical properties

5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone has a sweet, maple, caramel odor.

Occurrence

Reported found in coffee.

The Uses of 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone

5-Ethyl-3-hydroxy-4-methyl-2(5H)-furanone is an odorant found in grape stems, Jura Flor-Sherry wines and roasted arabica coffee.

Definition

ChEBI: 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone is a butenolide. It has a role as a metabolite.

Taste threshold values

Taste characteristics at 50 ppm: sweet, fruity with brown maple note.

Properties of 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone

Melting point:	31-35 °C(lit.)
Boiling point:	83-86 °C0.5 mm Hg(lit.)
Density	1.1643 (rough estimate)
refractive index	n20/D 1.49(lit.)
FEMA	3153 \| 5-ETHYL-3-HYDROXY-4-METHYL-2(5H)-FURANONE
Flash point:	>230 °F
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
pka	9.28±0.40(Predicted)
form	powder to lump to clear liquid
color	White or Colorless to Yellow
Odor	at 0.01 % in dipropylene glycol. sweet fruity caramellic maple fenugreek brown sugar nutty chicory praline butterscotch
FreezingPoint	25.0 to 29.0 ℃
JECFA Number	222
Stability:	Hygroscopic
CAS DataBase Reference	698-10-2(CAS DataBase Reference)
NIST Chemistry Reference	2(5H)-furanone, 5-ethyl-3-hydroxy-4-methyl-(698-10-2)
EPA Substance Registry System	2(5H)-Furanone, 5-ethyl-3-hydroxy-4-methyl- (698-10-2)

Safety information for 3-Hydroxy-4-methyl-5-ethyl-2(5H)furanone

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.