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CAS 16112-21-3

2-(p-Tolyl)benzo[d]thiazole TCI M3916

2-(p-Tolyl)benzo[d]thiazole TCI M3916

Chemical Identity

CAS No.
16112-21-3
Purity
>98.0%(GC)
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TCI M3916 2-(p-Tolyl)benzo[d]thiazole is a heterocyclic compound that combines a benzothiazole core with an aromatic ring bearing a methyl group at the para position. Benzothiazole itself is a very well recognised scaffold in organic chemistry because it brings together a nitrogen atom and a sulfur atom within a single five-membered ring fused to a benzene ring. In the laboratory this compound is widely used as a model substrate in catalysis research, as a cyclometalating ligand, and as a base scaffold for luminescent materials in optoelectronic materials research.

The property that makes this compound valuable is the conjugated system formed between the benzothiazole ring and the aryl ring, which gives rise to strong ultraviolet absorption and fluorescence emission. The nitrogen atom of the thiazole ring acts as an electron donor that binds to metal centres, while the tolyl ring supplies an aromatic carbon-hydrogen bond that is readily activated. The combination of the two therefore forms an ideal directing group and target pair for cyclometalation reactions. The methyl group at the para position also serves as a distinct site for benzylic functionalisation.

The compound is a solid at room temperature with good stability under storage. In Indonesian laboratories, materials of this type are typically handled in university and institutional research groups working on organic synthesis, homogeneous catalysis, and functional materials. It is commonly used in method development work where a well-defined heterocyclic substrate is needed to benchmark a new reaction, and in exploratory studies on fluorescent organic compounds.

  • Catalysis research model substrate: the defined structure and activatable aromatic carbon-hydrogen bond make it a reliable benchmark for testing the scope and efficiency of newly developed catalytic systems.
  • Cyclometalating ligand synthesis: the thiazole nitrogen donates electrons to a metal centre while the adjacent tolyl ring provides the carbon-hydrogen target, giving an ideal directing and reacting pair.
  • Optoelectronic materials research: the conjugated benzothiazole-aryl system produces strong fluorescence emission, making it a useful base scaffold when constructing luminescent organic materials for device studies.
  • Photophysical and ultraviolet absorption studies: the extended conjugation gives strong ultraviolet absorption, allowing the compound to serve as a reference chromophore in spectroscopic characterisation work.
  • Benzylic functionalisation chemistry: the para-positioned methyl group offers a separate and selective handle for benzylic transformations, supporting the preparation of further derivatives from a single starting scaffold.

Brand TCI
CAS number 16112-21-3
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes please refer to the available catalogue packaging options
Physical form solid at room temperature
Storage store under conditions that preserve its good stability, as noted below
  • Product code: M3916

Store the compound in a tightly closed original container in a cool, dry place away from direct sunlight, moisture, and sources of heat or ignition. Amber glass or the supplier's original packaging is suitable for limiting light exposure, which is particularly relevant for a fluorescent aromatic compound. Handle the solid in a well-ventilated area or within a fume hood to avoid inhalation of dust, and wear appropriate personal protective equipment including safety glasses, gloves, and a laboratory coat. Keep the container closed when not in use, avoid contact with skin and eyes, and consult the manufacturer's safety data sheet before use and disposal.

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