55764-23-3

Basic information

• Product Name: 2,5-Dimethylfuran-3-thiol
• Synonyms: FEMA 3451;2,5-DIMETHYLFURAN-3-THIOL;2,5-DIMETHYL-3-FURYLMERCAPTAN;2,5-DIMETHYL-3-FURANTHIOL;2,5-DIMETHYL-3-MERCAPTOFURAN;2,5-dimethyl-3-furanthio;dimethylfuranthiol,2,5-dimethyl-3-furanthiol;3-Furanthiol, 2,5-dimethyl-
• CAS NO: 55764-23-3
• Molecular Formula: C₆H₈OS
• Molecular Weight: 128.19
• EINECS: 259-800-5
• Product Categories: THIOL;thiol Flavor
• Mol File: 55764-23-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 175-177 °C
• Flash Point: 54 °C
• Appearance: clear amber to orange liquid
• Density: 1.05
• Vapor Pressure: 1.91mmHg at 25°C
• Refractive Index: 1.505-1.515
• Storage Temp.: Flammables area
• PKA: 6.43±0.50(Predicted)
• Water Solubility: insoluble
• CAS DataBase Reference: 2,5-Dimethylfuran-3-thiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethylfuran-3-thiol(55764-23-3)
• EPA Substance Registry System: 2,5-Dimethylfuran-3-thiol(55764-23-3)

Safety Data

• Hazard Codes: T,Xn
• Statements: 36/37/38-23/24/25-10-22-2017/10/22
• Safety Statements: 45-36/37/39-16-15
• RIDADR: 3336
• RTECS: LU6230000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 55764-23-3(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 55764-23-3 differently. You can refer to the following data:
1. clear amber to orange liquid
2. 2,5-Dimethyl-3-furanthiol has a meaty aroma.

Aroma threshold values

Aroma characteristics at 0.10%: sulfurous, meaty, green onion, brown and roasted, brothy, rubbery, HVPlike, fatty and slightly tomato-like.

Taste threshold values

Taste characteristics at 2 ppm: meaty, metallic, beefy, savory drippings, sulfurous, rubbery and roasted, chicken skin, tomato, tropical sulfurous, meaty brothy.

InChI:InChI=1/C6H8OS/c1-4-3-6(8)5(2)7-4/h3,8H,1-2H3

Upstream product

• 149428-23-9 2,5-dimethylfur-3-yl thiocyanate 
• 60-24-2 2-hydroxyethanethiol 
• 15441-67-5 5-hydroxyhex-3-yn-2-one 
• 55764-22-2 S-(2,5-dimethylfur-3-yl) thioacetate 
• 28588-73-0 bis (2,5-dimethyl-furan-3-yl)-disulfide 

Downstream Products

• 1029521-09-2 2-benzyl-5-(2,5-dimethyl-furan-3-ylsulfanylmethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol 

Relevant articles and documents

An analysis of substituent effects on 1H and 13C NMR parameters of substituted furans. Linear free energy relationships and PM3 semiempirical calculations

Forty five furans have been obtained in a synthetic project designed to evaluate monothiosubstituted furans as potential food flavourings. A full NMR (1H and 13C) study and PM3 molecular orbital semiempirical calculations have been carried out. Substituent-induced chemical shifts (SCS) for six and nine substituents at the 2- and 3-positions have been calculated and a separation of inductive and resonance effects of these substituents has been proposed. Finally, a linear correlation between the net atomic charges localized at ring carbons and their 13C NMR chemical shifts has been established.

182. Novel Access to Furan-3-thiols and Derivatives, Impact Meat-Flavor Compounds

A versatile process for the preparation of a number of 3-thio-substituted furans 1-4 is described.These products have very low odor thresholds and are thus potent flavor compounds.Fur-3-yl thiocyanates 10a,b as well as other S-containing analogues (2b, 7a, b, and 8) were prepared by a Michael-type addition of thiocyanic acid, thioacetic acid, alkanethiols, and sodium thiosulfate to alkynones 6 and 15, followed by cyclization (Schemes 3 and 4).The thiocyanates 10a, b were converted to mixed disulfides 3, symmetric disulfides 4, thioethers 2, and thiols 1, using 'hard' or 'soft' nucleophiles or reducing agents, respectively (Scheme 6).