26447-67-6

Basic information

• Product Name: 2-HEXANOYLTHIOPHENE
• Synonyms: 2-HEXANOYLTHIOPHENE;1-(2-Thienyl)-1-hexanone;1-(2-Thienyl)hexane-1-one;Pentyl(2-thienyl) ketone;1-(thiophen-2-yl)hexan-1-one
• CAS NO: 26447-67-6
• Molecular Formula: C₁₀H₁₄OS
• Molecular Weight: 182.28
• Mol File: 26447-67-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 279.4 °C at 760 mmHg
• Flash Point: 122.8 °C
• Appearance: /
• Density: 1.032 g/cm³
• Vapor Pressure: 0.00403mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: 2-HEXANOYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HEXANOYLTHIOPHENE(26447-67-6)
• EPA Substance Registry System: 2-HEXANOYLTHIOPHENE(26447-67-6)

Safety Data

• Hazardous Substances Data: 26447-67-6(Hazardous Substances Data)

Usage

General Description

2-Hexanoylthiophene is a chemical compound with the molecular formula C12H16OS. It is a thiophene derivative with a hexanoyl group attached to the thiophene ring. 2-Hexanoylthiophene is used in the production of flavors and fragrances due to its pleasant aroma. It is also used in the synthesis of organic compounds and pharmaceuticals. This chemical is a pale yellow liquid with a boiling point of 227 °C and a flash point of 88 °C. 2-Hexanoylthiophene is flammable and should be handled with caution in a well-ventilated area.

InChI:InChI=1/C10H14OS/c1-2-3-4-6-9(11)10-7-5-8-12-10/h5,7-8H,2-4,6H2,1H3

Downstream Products

• 18794-77-9 2-hexylthiophene 
• 4861-61-4 2-dodecylthiophene 
• 100943-46-2 5-hexylthiophene-2-carbaldehyde 

Relevant articles and documents

Characterization of initial reaction intermediates in heated model systems of glucose, glutathione, and aliphatic aldehydes

To understand the effect of lipid degradation on Maillard formation of meaty flavors, initial reaction intermediates in model systems of glucose–glutathione with hexanal, (E)-2-heptenal, or (E,E)-2,4-decadienal were identified by HPLC–MS and by NMR. Besides Amadori compounds, hemiacetals and thiazolidines via addition of sulfhydryl to carbonyl or to the conjugated olefinic bond were found. Concentrations of all intermediates increased with reaction time while degradation of the intermediates with a glutathione moiety helped formation of thiazolidines with cysteinylglycine. The unsaturated aldehydes (E)-2-heptenal and (E,E)-2,4-decadienal exhibited high reactivity against glucose for glutathione, yielding higher levels of intermediate compounds than from glucose. Heating prepared intermediates reversibly released the original aldehydes, which caused various compounds formed by retro-aldol, oxidation, etc. to react with H2S and NH3. Among them, formation pathways including 3-nonen-2-one, 2-hexanoylfuran, and six dialkylthiophenes (e.g., 2-ethyl-5-(1-methylbutyl)thiophene) were proposed for the first time.