TCI M1845 (2-Mercaptoethyl)pyrazine is a heterocyclic compound that combines a pyrazine ring bearing two nitrogen atoms with an ethyl side chain terminating in a free thiol group. This combination produces a genuinely bifunctional molecule: the aromatic pyrazine ring supplies two electron-donating nitrogen atoms, while the sulfhydryl group at the end of the chain ranks among the most reactive nucleophiles in organic chemistry. In the laboratory, the compound serves both as a synthetic building block and as a reference compound in aroma studies, since sulfur-bearing pyrazine derivatives are recognised contributors to roasted and toasted aroma notes.
The material's principal strengths rest on the versatility of the thiol group. Thiols readily form thioether linkages through substitution on alkyl halides, undergo Michael addition to unsaturated acceptors, and participate in thiol-ene reactions that proceed rapidly and efficiently. The same functional group binds strongly to noble metal surfaces such as gold and silver, allowing the compound to anchor its pyrazine ring onto nanoparticle surfaces or electrodes. At the same time, the two nitrogen atoms on the pyrazine ring are able to coordinate to transition metal centres, giving the molecule a second, independent mode of chemical attachment.
In Indonesian laboratories, this building block is typically handled in university research groups, government research institutes, and industrial R&D units working on heterocyclic synthesis, surface functionalisation, and flavour or aroma chemistry. It is normally used at small scale on the bench, weighed out in a fume hood as part of multi-step synthetic sequences or surface-modification experiments, and supplied in research quantities appropriate to method development rather than production work.
- Heterocyclic synthesis: the free thiol provides a reactive handle for building thioether-linked structures on a nitrogen-containing aromatic scaffold, extending molecular complexity in a single step.
- Thiol-ene click chemistry: the terminal sulfhydryl group participates in rapid, efficient radical additions to alkenes, making it well suited to conjugation work requiring dependable and clean coupling.
- Michael addition chemistry: the thiol adds readily across unsaturated acceptors, allowing pyrazine functionality to be introduced into acceptor molecules under mild and straightforward reaction conditions.
- Noble metal surface functionalisation: strong thiol binding to gold and silver anchors the pyrazine ring onto nanoparticle surfaces or electrodes for sensing and surface chemistry studies.
- Aroma and flavour reference work: sulfur-bearing pyrazine derivatives are known contributors to roasted and toasted aroma notes, supporting its use as a reference compound.
| Brand | TCI |
|---|---|
| CAS number | 35250-53-4 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research-scale catalogue packs; confirm the current size options when ordering |
| Physical form | — |
| Storage | store according to the manufacturer's stated conditions on the product label and safety data sheet |
- Product code: M1845
Store the container tightly closed in a cool, dry, well-ventilated place away from heat, open flames, and strong oxidising agents, following the storage conditions stated by the manufacturer on the product label and safety data sheet. Keep the material in its original supplier packaging where possible; thiols are readily oxidised, so containers should be closed promptly after use and headspace exposure minimised. Handle in a functioning fume hood, since thiol compounds carry a strong and persistent odour. Wear safety glasses, chemical-resistant gloves, and a laboratory coat throughout handling. Consult the manufacturer's safety data sheet before first use, and dispose of residues and contaminated consumables through your institution's chemical waste procedures.
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