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: 2026-05-28 05:56:25
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 | n |
| 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. |
Computed Descriptors for 2-Methyltetrahydrofuran-3-one
| InChIKey | FCWYQRVIQDNGBI-UHFFFAOYSA-N |
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