2-Methyltetrahydrofuran-3-one

Synonym(s):2-Methyltetrahydro-3-furanone;4,5-Dihydro-2-methyl-3(2H)-furanone;Coffee furanone

CAS NO.：3188-00-9
Empirical Formula: C5H8O2
Molecular Weight: 100.12
MDL number: MFCD00010423
EINECS: 221-685-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 11:41:24

2-Methyltetrahydrofuran-3-one Structural

What is 2-Methyltetrahydrofuran-3-one?

Description

2-Methyltetrahydrofuran-3-one has a bread, buttery topnote. May be prepared by hydrolytic decarboxylation of 2-methyl-4-carbomethoxytetrahydrofuran- 3-one; by acid-catalyzed ring closure of p-alkoxy- diazoketones.

Chemical properties

Colorless to light yellow liqui

Chemical properties

2-Methyltetrahydrofuran-3-one has an odor reminiscent of wintergreen.

Occurrence

Reported found as a constituent in coffee aroma; also as a volatile flavor component in roasted filbert nuts. Also reported found in guava, raisin, pineapple, onion, baked and fried potato, tomato, wheat bread, crispbread, smoked fish, cooked beef and pork, pork liver, rum, cocoa, coffee, peanuts, potato chips, passion fruit, beans, mushroom, tamarind, sweet potato, licorice, malt, dried bonito, cherimoya, okra and maté

The Uses of 2-Methyltetrahydrofuran-3-one

2-Methyltetrahydro-3-furanone has been employed as an quorum sensing inhibitor-molecule to investigate its effect on growth and biofilm formation in Hafnia alvei.

Preparation

By hydrolytic decarboxylation of 2-methyl-4-carbomethoxytetrahydrofuran-3-one; by acid-catalyzed ring closure of β-alkoxy-diazoketones

Definition

ChEBI: Dihydro-2-methyl-3(2H)-furanone is a member of oxolanes.

Taste threshold values

Taste characteristics at 75 ppm: nutty and astringent with a slight creamy, almond nuance.

Properties of 2-Methyltetrahydrofuran-3-one

Boiling point:	139 °C (lit.)
Density	1.034 g/mL at 25 °C (lit.)
refractive index	n20/D 1.429(lit.)
FEMA	3373 \| 2-METHYLTETRAHYDROFURAN-3-ONE
Flash point:	103 °F
storage temp.	Sealed in dry,Room Temperature
form	clear liquid
color	Colorless to Yellow to Green
Specific Gravity	1.034
Odor	at 10.00 % in dipropylene glycol. sweet solvent bread buttery nutty
JECFA Number	1448
BRN	1341334
CAS DataBase Reference	3188-00-9(CAS DataBase Reference)
NIST Chemistry Reference	3(2H)-Furanone, dihydro-2-methyl-(3188-00-9)
EPA Substance Registry System	3(2H)-Furanone, dihydro-2-methyl- (3188-00-9)

Safety information for 2-Methyltetrahydrofuran-3-one

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H226:Flammable liquids H302:Acute toxicity,oral
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.