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Tetrahydrothiophen-3-one

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Tetrahydrothiophen-3-one Basic information

Product Name:
Tetrahydrothiophen-3-one
Synonyms:
  • 3-Oxotetrahydrothiophene
  • 3-Thiacyclopentanone
  • dihydro-3(2h)-thiophenon
  • Dihydro-3-Thiophenone
  • Thiolan-3-one
  • 4,5-DIHYDRO-3(2H)-THIOPHENONE
  • 3-THIOPHANONE
  • dihydrothiophen-3(2h)-one
CAS:
1003-04-9
MF:
C4H6OS
MW:
102.15
EINECS:
213-698-9
Product Categories:
  • Thiophene&Benzothiophene
  • thiophene Flavor
  • Thiophen flavors
Mol File:
1003-04-9.mol
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Tetrahydrothiophen-3-one Chemical Properties

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
Specific Gravity
1.194
color 
Colorless to pale yellow
Odor
at 0.10 % in dipropylene glycol. garlic meaty green vegetables clams buttery
Odor Type
alliaceous
JECFA Number
498
BRN 
105201
LogP
-0.29
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-36/37/39
RIDADR 
UN 3334
WGK Germany 
3
8-13
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29349990

MSDS

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Tetrahydrothiophen-3-one Usage And Synthesis

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.

Uses

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

Uses

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

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