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Description
TCI D4144 3,5-Dinitrobenzyl Alcohol is a non-heterocyclic building block belonging to the benzylic alcohol family, in which the aromatic ring carries two nitro groups at the 3 and 5 positions. This compound occupies a special place in the laboratory because it combines a readily reactive hydroxyl group with an aromatic ring that is strongly electron-poor. Its roles include service as an intermediate in organic synthesis, as a derivatization reagent for analytical work, and as a component in the design of protecting groups and triggered-release systems that are widely studied in modern bioorganic and analytical chemistry.
The property that makes this material a preferred choice is the powerful influence the two nitro groups exert on the chemical behaviour of the molecule. The presence of two electron-withdrawing groups at the meta positions renders the aromatic ring markedly electron-poor, so the benzylic position becomes more activated and the resulting ester derivatives tend to crystallise well. This crystalline character is valuable in classical identification work, because the derivatives that form are easy to purify and to characterise. The benzylic hydroxyl group itself can be esterified, etherified, oxidised, or converted into a leaving group, making the compound a flexible starting point for a variety of transformations.
In Indonesian laboratories, this building block is typically encountered in university and institutional research groups working on organic synthesis, in analytical laboratories preparing crystalline derivatives for identification and characterisation, and in bioorganic chemistry groups exploring protecting-group strategies and triggered-release systems. It is generally used at research and small preparative scale, where a well-defined, reliably crystallising reagent supported by consistent supply and documentation is more important than bulk quantity.
Laboratory Applications
Organic synthesis intermediate: the benzylic hydroxyl provides a single, well-defined reactive handle that can be elaborated in several directions, giving synthetic chemists a dependable entry point into more complex target molecules.
Derivatization reagent for analysis: the strongly electron-poor dinitroaromatic ring promotes formation of derivatives that crystallise readily, so analytes can be converted into forms that are straightforward to isolate and identify.
Protecting-group chemistry: the compound serves as a component in designing benzylic protecting groups, where the two meta nitro groups tune the electronic environment and therefore the conditions under which the group is installed and removed.
Triggered-release system research: it is used as a building block in the construction of release systems studied in bioorganic chemistry, exploiting the activated benzylic position within the electron-poor aromatic framework.
Classical identification and characterisation work: the ester derivatives formed from this alcohol purify and characterise easily, which supports teaching laboratories and quality laboratories that rely on crystalline derivative methods.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 71022-43-0
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Product code: D4144
Pack sizes: available in standard TCI research-scale catalogue pack sizes; please confirm the required size when ordering
Storage note: store in a tightly closed container in a cool, dry, well-ventilated place, away from heat and incompatible materials
Handling and Storage
Store the material in its original tightly closed container in a cool, dry and well-ventilated area, protected from direct sunlight, heat sources and moisture. Amber glass or the supplier's original packaging is suitable, and containers should be reclosed promptly after each use to prevent contamination and moisture uptake. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, chemical-resistant gloves and a laboratory coat. Avoid the generation of dust and avoid contact with skin, eyes and clothing. Keep the compound away from strong oxidising and reducing agents and from ignition sources, and follow the manufacturer's safety data sheet together with your institution's chemical waste procedures for handling, spill response and disposal.
