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Description
TCI D3510 2,4-Dichloro-3-ethyl-6-nitrophenol is an aromatic building block that carries four structural elements at once on a single benzene ring: a phenolic hydroxyl group, two chlorine atoms, an ethyl group, and a nitro group. This density of functional groups makes the compound a valuable starting material in synthesis laboratories, because researchers obtain a complex substitution pattern without having to carry out several nitration and chlorination steps themselves — steps whose regioselectivity is normally difficult to control. The material is used mainly as an initial scaffold for constructing heterocyclic compounds and polysubstituted phenolic derivatives.
The property that makes it a preferred choice is the variety of its transformation points. The phenol group can be alkylated, acylated, or converted into a triflate to serve as a leaving group for coupling reactions. The nitro group is a particularly useful entry point, since it can be reduced to an amine, and the resulting aminophenol can then be cyclized into a benzoxazole ring or another fused system. The two chlorine atoms and the nitro group together withdraw electron density, so the phenol group becomes more acidic than ordinary phenol, which facilitates the formation of phenolate salts and subsequent reactions.
In Indonesian laboratories, this type of building block is typically ordered by university research groups and industrial R&D units that run multi-step organic synthesis and need a densely substituted aromatic core as a defined starting point. Working from a ready-made scaffold shortens the route, reduces the number of hazardous nitration steps performed in-house, and gives more reproducible results in method development and small-scale exploratory synthesis work.
Laboratory Applications
- Heterocycle construction — the nitro group can be reduced to an amine and the resulting aminophenol cyclized into benzoxazole rings or other fused ring systems in a controlled sequence.
- Synthesis of polysubstituted phenolic derivatives — the ring already carries chlorine, ethyl, and nitro substituents, so researchers start from a substitution pattern that would otherwise require several separate steps.
- Cross-coupling chemistry — the phenol group can be converted into a triflate leaving group, making the aromatic core available for coupling reactions that build larger molecular frameworks.
- Phenol derivatization studies — alkylation and acylation of the hydroxyl group allow systematic preparation of ether and ester analogues from one common, well-defined aromatic starting material.
- Phenolate salt chemistry — the electron-withdrawing chlorine and nitro groups raise the acidity of the phenol, so deprotonation and subsequent nucleophilic reactions proceed more readily than with simple phenol.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 99817-36-4
- Chemical name: 2,4-Dichloro-3-ethyl-6-nitrophenol
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Pack sizes: available in standard TCI research-scale packaging; please confirm the pack size when ordering
- Storage: keep the container tightly closed in a cool, dry, well-ventilated place, following the manufacturer's label and safety data sheet
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, and well-ventilated area, away from heat, direct sunlight, and incompatible substances such as strong bases and strong oxidizing agents. Amber glass or the supplier's original packaging is suitable for keeping the compound protected from light and moisture. Handle the substance inside a fume hood, wearing safety goggles, chemical-resistant gloves, and a laboratory coat, since nitrated chlorophenols are irritating to skin, eyes, and the respiratory tract. Avoid dust formation, keep containers clearly labelled, and always consult the manufacturer's safety data sheet before use and for waste disposal.
