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Description
TCI D2699 3,5-Dinitrobenzotrifluoride is a synthetic chemical from TCI classified as a non-heterocyclic building block. Its molecule consists of a benzene ring carrying a trifluoromethyl group together with two nitro groups at the 3 and 5 positions. The combination of these three electron-withdrawing substituents produces an aromatic ring that is severely electron-deficient. In the laboratory, a material of this type plays an important role as an aromatic electrophile for nucleophilic aromatic substitution reactions, as well as a precursor toward fluorinated aniline derivatives through the controlled reduction of the nitro groups.
The distinctive property that makes this compound a preferred choice is the very high degree of electron poverty of its aromatic ring. The trifluoromethyl group and the two nitro groups act together to lower the aromatic electron density, so that attack by nucleophiles such as amines, alkoxides, or thiolates can proceed under conditions that are relatively mild compared with ordinary arenes. The nitro groups also function as latent functionality: once the molecular framework has been assembled, a nitro group can be converted into an amino group, which then opens routes toward amides, sulfonamides, or heterocyclic rings. The trifluoromethyl group itself contributes stability and lipophilic character to the resulting structure.
In Indonesian laboratories, a building block of this kind is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials development, where an activated aromatic electrophile is needed to construct a target scaffold step by step. It is generally handled at bench scale in a fume hood as part of multi-step synthetic sequences, and stored as a stock reagent so that repeat reactions and optimisation studies can be carried out consistently over the course of a research project.
Laboratory Applications
- Nucleophilic aromatic substitution studies: the strongly electron-deficient ring accepts amine, alkoxide, and thiolate nucleophiles under comparatively mild conditions, making reaction development straightforward.
- Synthesis of fluorinated aniline derivatives: controlled reduction of the nitro groups converts them to amino functionality, giving access to trifluoromethyl-substituted anilines for further elaboration.
- Preparation of amide and sulfonamide libraries: amino groups generated from the nitro precursors serve as convenient handles for acylation and sulfonylation across a series of analogues.
- Heterocyclic ring construction: the amino functionality unmasked after reduction can be carried into cyclisation sequences that build heterocyclic cores onto the fluorinated aromatic framework.
- Medicinal chemistry scaffold building: the trifluoromethyl group imparts stability and lipophilic character, properties frequently sought when designing and refining candidate molecular structures.
Specifications
- Brand: TCI
- CAS number: 401-99-0
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: D2699
- Pack sizes: available in standard TCI research-scale packaging; please confirm the pack size when ordering
- Storage: keep in the closed original container under the conditions indicated on the manufacturer's label
Handling and Storage
Store the material in its tightly closed original container in a cool, dry, and well-ventilated place, away from heat, direct sunlight, and sources of ignition, and separated from strong reducing agents and incompatible chemicals. Amber glass or the supplier's original packaging is suitable for keeping the contents protected from light and moisture. Handle the compound only in a functioning fume hood, wearing a laboratory coat, chemical-resistant gloves, and safety goggles, and avoid the formation and inhalation of dust. Weigh and transfer with clean, dry spatulas, close the container immediately after use, and label any secondary containers clearly. Nitroaromatic compounds should be treated as hazardous waste and collected separately in accordance with institutional procedures. Always consult the manufacturer's Safety Data Sheet before use.
