Tetrahydrothiophen-3-one

Tetrahydrothiophen-3-one
  • CAS No.:1003-04-9

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.
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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
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
Fp 171 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
Specific Gravity1.194
color Colorless to pale yellow
JECFA Number498
BRN 105201
CAS DataBase Reference1003-04-9(CAS DataBase Reference)
NIST Chemistry ReferenceDihydro-3-(2H)-thiophenone(1003-04-9)
EPA Substance Registry System3(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 Information
ProviderLanguage
SigmaAldrich English
ALFA English
Tetrahydrothiophen-3-one Usage And Synthesis
DescriptionTetrahydro-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 Properties4,5-Dihydro-3-(2H)thiophenone has a garlic meaty, green vegetable, buttery odor. It is a heterocyclic nonaromatic ketone.
Chemical PropertiesClear light yellow liquid
OccurrenceReported found in cooked beef, coffee, roasted filberts and roasted peanuts.
Uses4,5-Dihydro-3(2H)-thiophenone is a volatile organic sulfur compound (VOSC) produced by basidiomycetous yeasts.
UsesUsed for blending soft drinks, beverage, meat products, confectionery, and milk product flavors.
PreparationFrom 4-methoxycarboxyl-3-oxothiophane treated with 10% sulfuric acid.
Taste threshold valuesTaste 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
Tetrahydrothiophen-3-one Preparation Products And Raw materials
Raw materialsBENZHYDRYL ACETATE-->TETRAHYDRO-THIOPHEN-3-OL-->danosteine-->METHYL 4-OXOTETRAHYDROTHIOPHENE-3-CARBOXYLATE

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