Tetrahydrothiophen-3-one
Synonym(s):3-Thiophanone;Tetrahydrothiophen-3-one
- CAS NO.:1003-04-9
- Empirical Formula: C4H6OS
- Molecular Weight: 102.15
- MDL number: MFCD00005412
- EINECS: 213-698-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-02-02 18:10:39
What is Tetrahydrothiophen-3-one?
Description
Tetrahydro-thiophene-3-one is a heterocyclic nonaromatic ketone. It has a garlic meaty, green vegetable, buttery odor. It is present in cooked beef, coffee, roast filbert, and roasted peanut.
Tetrahydro-thiophene-3-one is used as a food flavoring agent. It is also a valuable organic substance key that opens the synthetic access to numerous derivatives of thiophene.
Chemical properties
Clear light yellow liquid
Chemical properties
4,5-Dihydro-3-(2H)thiophenone has a garlic meaty, green vegetable, buttery odor. It is a heterocyclic nonaromatic ketone.
Occurrence
Reported found in cooked beef, coffee, roasted filberts and roasted peanuts.
The Uses of Tetrahydrothiophen-3-one
4,5-Dihydro-3(2H)-thiophenone is a volatile organic sulfur compound (VOSC) produced by basidiomycetous yeasts.
The Uses of Tetrahydrothiophen-3-one
Used for blending soft drinks, beverage, meat products, confectionery, and milk product flavors.
Preparation
From 4-methoxycarboxyl-3-oxothiophane treated with 10% sulfuric acid.
Taste threshold values
Taste characteristics at 15 ppm: onion, garlic, cooked meaty with vegetables nuances
Synthesis Reference(s)
Journal of the American Chemical Society, 68, p. 2229, 1946 DOI: 10.1021/ja01215a034
References
[1] George A. Burdock (2010) Fenaroli's Handbook of Flavor Ingredients, Sixth Edition
[2] https://pubchem.ncbi.nlm.nih.gov
[3] Patent 0127121 A1: Process for the preparation of tetrahydro-thiophen-3-one
Properties of Tetrahydrothiophen-3-one
| Boiling point: | 175 °C(lit.) |
| Density | 1.194 g/mL at 25 °C(lit.) |
| vapor density | >1 (vs air) |
| refractive index | n |
| FEMA | 3266 | 4,5-DIHYDRO-3(2H)THIOPHENONE |
| Flash point: | 171 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Soluble in DMSO |
| form | Liquid |
| color | Colorless to pale yellow |
| Specific Gravity | 1.194 |
| Odor | at 0.10 % in dipropylene glycol. garlic meaty green vegetables clams buttery |
| JECFA Number | 498 |
| BRN | 105201 |
| CAS DataBase Reference | 1003-04-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Dihydro-3-(2H)-thiophenone(1003-04-9) |
| EPA Substance Registry System | 3(2H)-Thiophenone, dihydro- (1003-04-9) |
Safety information for Tetrahydrothiophen-3-one
| 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. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. 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 Tetrahydrothiophen-3-one
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