28588-73-0

Basic information

• Product Name: 3,3'-dithiobis[2,5-dimethylfuran]
• Synonyms: Bis(2,5-dimethyl-3-furyl)disulfide;Furan, 3,3-dithiobis2,5-dimethyl-;BIS-(2,5-DIMETHYL-3-FURYL)DISULPHIDE;3,3'-dithiobis[2,5-dimethyl-fura;3-[(2,5-diMethylfuran-3-yl)disulfanyl]-2,5-diMethylfuran;3,3'-dithiobis[2,5-dimethylfuran]
• CAS NO: 28588-73-0
• Molecular Formula: C₁₂H₁₄O₂S₂
• Molecular Weight: 254.36836
• EINECS: 249-093-1
• Product Categories: sulfide Flavor
• Mol File: 28588-73-0.mol

Chemical Properties

• Boiling Point: 305.335 °C at 760 mmHg
• Flash Point: 138.462 °C
• Appearance: /
• Density: 1.23 g/cm³
• CAS DataBase Reference: 3,3'-dithiobis[2,5-dimethylfuran](CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-dithiobis[2,5-dimethylfuran](28588-73-0)
• EPA Substance Registry System: 3,3'-dithiobis[2,5-dimethylfuran](28588-73-0)

Safety Data

• Hazardous Substances Data: 28588-73-0(Hazardous Substances Data)

Usage

Uses

Used in Rubber Industry:
3,3'-dithiobis[2,5-dimethylfuran] is used as a cross-linking agent for improving the strength and durability of rubber. It facilitates the creation of cross-links between polymer chains, which is crucial for the production of high-quality rubber products with enhanced performance characteristics.
Used in Manufacturing of Rubber Products:
In the manufacturing of rubber products such as tires and conveyor belts, 3,3'-dithiobis[2,5-dimethylfuran] serves as a curing agent. Its role in the curing process is essential for achieving the desired physical properties and performance of the final rubber products.
Used in Pharmaceutical and Agrochemical Synthesis:
Due to its unique structure and properties, 3,3'-dithiobis[2,5-dimethylfuran] has potential applications in the synthesis of pharmaceuticals and agrochemicals. Its versatility in chemical reactions makes it a valuable intermediate in the development of new compounds with therapeutic or pesticidal properties.

Upstream product

• 625-86-5 2,5-dimethylfuran 
• 7699-41-4 silicic acid 
• 15441-67-5 5-hydroxyhex-3-yn-2-one 
• 55764-22-2 S-(2,5-dimethylfur-3-yl) thioacetate 
• 149428-23-9 2,5-dimethylfur-3-yl thiocyanate 
• 60-24-2 2-hydroxyethanethiol 
• 5188-07-8 sodium thiomethoxide 

Downstream Products

• 55764-23-3 3-mercapto-2,5-dimethylfuran 

Relevant articles and documents

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).

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.

Process for the manufacture of furan derivatives

The invention is concerned with a process for the manufacture of substituted furans which are, in particular, flavorants; thereby 4-hydroxy-2-yn-1-ones or acetals or ketals thereof are cyclized with nucleophilic S-compounds to 3-S-furans, whereby this 3-S atom can be optionally substituted, and the acetylene derivatives, the 4-hydroxy-2-yn-1-ones, can be optionally 1- and/or 4-alkyl or alkenyl substituted.

Certain 3-furyl sulfides

Novel 3-sulfur derivatives of furan including alkyl furan-3-thiols and bis(alkyl-3-furyl) sulfides and di- and tetrahydro derivatives thereof having meaty and/or roasted aromas and flavors; processes for producing such 3-sulfur derivatives; novel flavoring compositions containing such derivatives; and novel food compositions containing such derivatives.