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Description
TCI D4260, CAS 15362-40-0, is 1-(2,6-Dichlorophenyl)oxindole, a heterocyclic compound built from an oxindole core (1,3-dihydro-2H-indol-2-one) carrying a 2,6-dichlorophenyl ring attached to the nitrogen atom. The oxindole framework is one of the privileged structures that appear repeatedly in medicinal chemistry studies, while the 2,6-dichlorophenylamine motif is widely recognised in the chemistry of anti-inflammatory phenylacetic acid derivatives. In the laboratory, this compound serves as a heterocyclic building block and also as a structural reference compound in synthesis and analytical work.
The properties that make it an attractive choice are the combination of a five-membered lactam ring fused to a benzene ring together with a weakly acidic C-3 position. That C-3 position is readily deprotonated, so it can be alkylated, arylated, or condensed with aldehydes to give oxindolylidene derivatives. The lactam carbonyl group provides a point for reduction or further activation, while the two chlorine atoms in the ortho positions twist the phenyl ring out of plane, giving a distinctive spatial conformation and influencing reaction selectivity. This combination offers researchers many modification options from a single starting material.
In Indonesian laboratories, a compound of this type is typically used in academic and institutional research settings where synthetic organic chemistry and medicinal chemistry work is carried out — university chemistry departments, pharmaceutical research groups, and government research institutes. It is generally ordered in small research quantities for method development, derivative preparation, and as a structural comparison standard, rather than for routine or large-scale use.
Laboratory Applications
- Heterocyclic building block synthesis — the reactive C-3 position and lactam carbonyl allow multiple independent modification routes from one starting material, supporting the construction of larger oxindole-based structures.
- C-3 alkylation and arylation chemistry — the weakly acidic C-3 proton is easily removed under basic conditions, making this compound a convenient substrate for introducing new carbon substituents at that position.
- Knoevenagel-type condensation with aldehydes — condensation at the C-3 position gives oxindolylidene derivatives, a transformation frequently used to generate structurally varied compound series for further study.
- Medicinal chemistry scaffold studies — because the oxindole core is a privileged structure and the 2,6-dichlorophenylamine motif is well known in anti-inflammatory derivative chemistry, it suits structure-oriented research programmes.
- Structural reference compound in analytical work — the defined structure makes it useful as a comparison material when confirming the identity of synthesised oxindole derivatives by spectroscopic or chromatographic methods.
Specifications
- Brand: TCI
- CAS number: 15362-40-0
- Chemical name: 1-(2,6-Dichlorophenyl)oxindole
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research pack sizes; please confirm the currently available packaging when ordering
- Storage: store in a cool, dry place in a tightly closed container, protected from light and moisture
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and sources of heat or ignition. Original supplier packaging, or amber glass with a chemically resistant closure, is suitable for storage and for any subdivided portions; label all secondary containers clearly with the compound name and CAS number. Handle the solid in a fume hood, using gloves, safety glasses, and a laboratory coat, and avoid generating dust or allowing contact with skin and eyes. Keep the material separate from strong oxidising agents and strong bases, and consult the manufacturer's current safety data sheet before use and for waste disposal in accordance with local regulations.
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