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Description
TCI D3774 2,2'-Dithienyl Disulfide, CAS number 6911-51-9, is a symmetrical disulfide compound built from two thiophene units joined through a sulfur–sulfur bond at the 2-position. It is classified as a non-heterocyclic building block within the synthetic reagent catalogue, and it serves as a source of the thienylthio (2-thienylthio) group for a wide range of organic transformations. In the laboratory, this material is used to introduce heteroaromatic sulfur into target molecules, either through reductive cleavage of the disulfide bond or through direct sulfenylation reactions.
The characteristic that makes this compound a preferred choice is a disulfide bond that is relatively easy to cleave while remaining stable when stored under reasonable conditions. That cleavage delivers two equivalents of thiophene thiolate or thiyl radical species, which makes the reagent a practical way to exploit thiophene-2-thiol without having to handle the free thiol, a substance that is far more odorous and considerably more sensitive to oxidation. The thiophene ring itself is an electron-rich heterocycle widely applied in materials chemistry and medicinal chemistry, and the combination of controlled reactivity with this thiophene motif is what makes it a useful reagent.
In Indonesian laboratories, this reagent is typically encountered in university research groups, institutional synthesis facilities, and industrial R&D units that carry out organic synthesis on a bench scale. It is generally ordered as a catalogue building block for method development work, thesis-level research projects, and small-scale preparation of sulfur-containing intermediates, where a stable and easily stored surrogate for a reactive free thiol is preferable to handling the thiol directly in a shared laboratory environment.
Laboratory Applications
- Sulfenylation reactions — the compound transfers a 2-thienylthio group directly to nucleophilic substrates, giving access to aryl and heteroaryl thioethers without the need to prepare a separate sulfenylating agent.
- Reductive generation of thiolate species — controlled cleavage of the sulfur–sulfur bond releases two equivalents of thiophene-2-thiolate, providing a convenient in-situ nucleophile for substitution chemistry on the bench.
- Thiyl radical chemistry — homolytic cleavage of the disulfide bond generates thiophene thiyl radicals suitable for radical addition and thiol–ene type studies under standard laboratory conditions.
- Introduction of heteroaromatic sulfur into target molecules — the reagent installs an electron-rich thiophene sulfur motif that is frequently sought in medicinal chemistry scaffolds and functional materials research.
- Handling substitute for thiophene-2-thiol — laboratories choose this disulfide to avoid the strong odour and oxidative sensitivity of the corresponding free thiol while retaining access to the same reactive fragment.
Specifications
- Brand: TCI
- Product code: D3774
- CAS number: 6911-51-9
- Chemical name: 2,2'-Dithienyl Disulfide
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in the catalogue pack sizes supplied by TCI; please confirm the required size when ordering
- Storage: keep in the tightly closed original container under the storage conditions stated on the manufacturer's label
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, and well-ventilated place, away from direct sunlight, heat sources, and strong oxidising agents. Although the disulfide bond is stable under reasonable storage conditions, unnecessary exposure to air and moisture should be avoided so that reagent quality is maintained between uses. Handle the compound in a fume hood using standard personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat. Weigh and transfer using clean, dry glassware or compatible plastic containers, and reseal the container promptly after each use. Follow the manufacturer's safety data sheet for detailed handling, first aid, and waste disposal guidance, and dispose of residues through the laboratory's chemical waste stream.
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