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Description
TCI D2166 2,6-Dinitro-p-cresol is a substituted phenol that carries a methyl group at the para position together with two nitro groups at positions 2 and 6 relative to the hydroxyl group. The material is supplied wetted with approximately twenty percent water, and the pack weight is calculated on a dry weight basis. This wetting is not a mere formality but a standard safety measure for solid nitroaromatic compounds, since the water content suppresses the risks that accompany the handling of dry powders. In the laboratory, the compound serves as a strongly electron-deficient aromatic starting material.
The characteristic that defines its usefulness is the powerful influence of the two nitro groups on the acidity of the phenolic hydroxyl group. Electron withdrawal from both sides makes the phenolic proton far easier to release than in ordinary phenol, so the compound forms coloured phenolate salts with bases and displays striking colour changes as the pH shifts. The electron-poor aromatic ring also opens nucleophilic aromatic substitution pathways that do not normally occur with simple phenols. The nitro groups themselves can be reduced to amines, giving access to amine derivatives.
Within Indonesian laboratories, a building block of this type is typically drawn on in synthetic organic chemistry groups at universities and research institutes, as well as in industrial development work where substituted phenols and nitroaromatic intermediates are prepared. Because it arrives water-wetted and is invoiced on a dry weight basis, users normally account for the water content when calculating charges for a reaction. Supplied under the TCI brand, it fits the routine practice of laboratories that source catalogue building blocks for method development and small-scale synthesis.
Laboratory Applications
Nucleophilic aromatic substitution studies — the doubly nitrated, electron-poor ring activates positions that resist substitution in simple phenols, making it a practical substrate for teaching and probing SNAr reactivity.
Preparation of amine derivatives — the two nitro groups can be reduced to amino groups, so the compound serves as a direct route into aminocresol-type structures for further synthetic elaboration.
Coloured phenolate salt formation — treatment with bases gives strongly coloured phenolate species, which is useful for demonstrating and investigating substituent effects on phenol dissociation behaviour.
pH-dependent colour behaviour — the marked colour change accompanying protonation and deprotonation makes the material suitable for experiments concerned with indicator-like optical response to acidity.
General non-heterocyclic building block work — as a catalogue building block it supplies a pre-functionalised aromatic core for multi-step synthesis programmes that require both hydroxyl and nitro functionality.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 609-93-8
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product form: solid, supplied wetted with approximately 20% water
Pack sizes: catalogue pack sizes as offered for TCI D2166; unit weight is stated on a dry weight basis
Storage: keep in the original tightly closed container and do not allow the material to dry out
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area reserved for reactive organic chemicals, keeping it away from heat sources, ignition sources, and strong bases or reducing agents. The original supplier container is the preferred vessel, since it is designed to retain the water that keeps the nitroaromatic solid wetted; never dry the material or allow the wetting water to evaporate during storage. Handle only in a fume hood while wearing safety glasses, chemical-resistant gloves, and a laboratory coat. Avoid generating dust, avoid grinding or applying mechanical shock, and weigh out the amount needed without decanting more than required. Consult the manufacturer's safety data sheet before use and dispose of residues as regulated chemical waste.
