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TCI

CAS 86-93-1

5-Mercapto-1-phenyl-1H-tetrazole TCI P0640

5-Mercapto-1-phenyl-1H-tetrazole TCI P0640

Chemical Identity

CAS No.
86-93-1
PubChem
CID 690730·SID 87574799
Formula
C7H6N4S
Molecular weight
178.22 g/mol
Purity
>98.0%(HPLC)(T)
Reference databases
ChEBI·ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-phenyl-2H-tetrazole-5-thione
SMILES
C1=CC=C(C=C1)N2C(=S)N=NN2
InChIKey
GGZHVNZHFYCSEV-UHFFFAOYSA-N
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5-Mercapto-1-phenyl-1H-tetrazole from TCI (product code P0640) is a heterocyclic compound built on a nitrogen-rich tetrazole ring. The ring carries a phenyl group on the nitrogen atom at position 1 and a mercapto (thiol) group at position 5. In the laboratory, it works as a versatile heterocyclic building block. It is also known as a ligand for metal ions, a corrosion inhibitor for copper, and an additive in photographic chemistry. Because it contains both sulfur and nitrogen atoms, it takes part in many synthetic reactions and in the formation of metal complexes.

Researchers choose this compound mainly for its thiol/thione group. This group exists in tautomeric equilibrium and is easy to alkylate into thioethers. These thioethers lead to tetrazolyl sulfone derivatives, which are important reagents in the Julia-Kocienski olefination. The sulfur and nitrogen atoms in the molecule can also bind strongly to metal surfaces such as copper and silver. This binding explains why the compound is used as a corrosion inhibitor and as an antifogging agent in photographic emulsions. The tetrazole ring is also thermally stable under normal laboratory working conditions, so it behaves predictably in routine synthetic work.

In Indonesia, this compound is relevant to organic synthesis laboratories that use olefination reactions to build carbon-carbon double bonds in target molecules. University research groups, pharmaceutical development laboratories and materials science teams can use it as a reliable starting point for preparing sulfur-containing heterocyclic derivatives. Laboratories that study metal surface protection, coordination chemistry or photographic and imaging formulations may also find it useful. Its role as a well-defined TCI reagent supports reproducible results across teaching, research and industrial development projects.

  • Julia-Kocienski olefination: the compound is alkylated to a thioether and then converted into a tetrazolyl sulfone, a key reagent class for forming alkenes in multistep organic synthesis.
  • Heterocyclic building block synthesis: the reactive thiol/thione group on a stable tetrazole ring lets chemists build a wide range of sulfur- and nitrogen-containing derivatives for research.
  • Copper corrosion inhibition studies: its sulfur and nitrogen atoms bind strongly to copper surfaces, which makes it a useful model compound for testing how well metal surfaces are protected.
  • Coordination chemistry and metal complex formation: it acts as a ligand for metal ions through its sulfur and nitrogen donor atoms, so it suits studies of how complexes form and what their structures are.
  • Photographic and imaging chemistry: because it binds to silver surfaces, it has been used as an antifogging agent and additive in photographic emulsion formulations and related research.

Brand TCI (product code P0640)
CAS number 86-93-1
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes as listed by TCI for product P0640; please ask AMI Scientific which sizes are available
Physical form see the TCI product documentation and certificate of analysis
Storage keep tightly closed in a cool, dry place, following the recommendations on the TCI label and SDS

Store 5-Mercapto-1-phenyl-1H-tetrazole in its original, tightly sealed TCI container in a cool, dry and well-ventilated area. Keep it away from heat sources, direct sunlight and strong oxidizing agents. Because the compound contains a thiol group, keep containers closed when not in use to limit contact with air and moisture. Handle it in a fume hood or a well-ventilated workspace. Wear standard personal protective equipment, including a lab coat, safety glasses and chemical-resistant gloves. Avoid creating dust and avoid contact with skin and eyes. Always check the supplier's Safety Data Sheet before use, and dispose of waste according to local laboratory and environmental regulations.

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