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: 2024-11-19 23:02:33

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	n20/D 1.528(lit.)
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.