Tetrahydrothiophen-3-one
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
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)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-36/37/39
- RIDADR
- UN 3334
- WGK Germany
- 3
- F
- 8-13
- Hazard Note
- Irritant
- TSCA
- Yes
- HS Code
- 29349990
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
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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