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Description
TCI D3778 2,6-Dichlorodiphenylamine, bearing CAS number 15307-93-4, is a diarylamine compound in which one of the two benzene rings carries chlorine atoms at the 2 and 6 positions. It is classified as a non-heterocyclic building block, meaning it serves as a starting material for assembling more elaborate molecules. The diphenylamine framework it possesses is an important motif in organic chemistry, because the N–H group situated between two aromatic rings can be further arylated, acylated, or cyclized into a wide variety of heterocyclic systems and synthetically active compounds.
The property that makes this compound sought after is its distinctive chlorine substitution pattern. The two chlorine atoms in the ortho positions create steric hindrance that forces the two aromatic rings to twist relative to one another, while at the same time withdrawing electron density from the aromatic system. These characteristics influence the acidity of the N–H group, the direction of subsequent reactions, and the conformational shape of the final product. Together, the steric and electronic effects give researchers a predictable handle for directing selectivity in downstream transformations.
The 2,6-dichlorodiphenylamine framework is also known as a key intermediate in the synthetic routes to anti-inflammatory compounds of the phenylacetic acid class. For this reason, the compound is familiar to pharmaceutical chemistry researchers in Indonesian university and industrial laboratories who trace synthetic pathways as well as those who investigate related impurities in the course of their analytical and formulation work.
Laboratory Applications
Non-heterocyclic building block synthesis — supplies a ready diphenylamine core so researchers can assemble more elaborate target molecules without first constructing the two-ring nitrogen framework themselves.
N-functionalization chemistry — the N–H group between the two aromatic rings is available for further arylation or acylation, making the compound a convenient substrate for nitrogen-centred transformations.
Cyclization studies toward heterocyclic systems — the diphenylamine skeleton can be cyclized onward into various heterocyclic systems, which suits investigations into ring-closure conditions and reaction scope.
Pharmaceutical synthetic route work — as a known key intermediate toward phenylacetic acid class anti-inflammatory compounds, it supports laboratories tracing or reproducing established synthetic pathways.
Impurity and related-substance investigation — researchers examining impurities related to those anti-inflammatory synthetic routes use this framework as a reference point in their structural and analytical studies.
Specifications
Brand: TCI
CAS number: 15307-93-4
Chemical name: 2,6-Dichlorodiphenylamine
Product code: D3778
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in the packaging options offered by TCI for this catalogue item; please refer to the current listing for the sizes on offer
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 area away from direct sunlight, moisture, and incompatible substances, following the storage conditions given on the manufacturer's label and Safety Data Sheet. Keep containers clearly labelled and use chemically resistant vessels for any transfer or subdivision of the material. Handle the compound inside a fume hood, and wear a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Avoid inhaling dust and avoid contact with skin and eyes. Weigh and transfer carefully to limit dust generation, close the container promptly after use, and dispose of residues and contaminated materials in accordance with the applicable institutional chemical waste procedures.
