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

Used for blending soft drinks, beverage, meat products, confectionery, and milk product flavors.

The Uses of Tetrahydrothiophen-3-one

4,5-Dihydro-3(2H)-thiophenone is a volatile organic sulfur compound (VOSC) produced by basidiomycetous yeasts.

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