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Description
TCI C2185 2-Chloro-3-methoxybenzaldehyde is a doubly substituted benzaldehyde carrying a chlorine atom at the ortho position and a methoxy group at the meta position relative to the aldehyde function. The compound belongs to the class of non-heterocyclic building blocks designed to shorten synthetic routes, because a distinctive substitution pattern such as this one is difficult and expensive to construct from a simple benzaldehyde in the laboratory. In practice, the material serves as a ready-to-use aromatic scaffold that already carries a defined electronic and steric profile, allowing researchers to direct their effort straight at the key bond-forming step toward the target molecule.
The property that makes this material a preferred choice is the combination of the electronic effects of its two substituents. The methoxy group acts as an electron donor through resonance, while the chlorine atom withdraws electron density inductively; together they produce a characteristic electron-density profile across the ring that influences both the reactivity of the aldehyde group and the regiochemical direction of any subsequent substitution. The aromatic aldehyde itself remains reactive toward condensation, reductive amination, and organometallic reactions, while the ortho chlorine atom provides an entry point for cross-coupling chemistry. This dual handle character means a single reagent can support several different disconnection strategies.
In Indonesian laboratories, the material fits the working pattern of university research groups, pharmaceutical and agrochemical research units, and contract synthesis facilities that need reliable intermediates without building them in-house. Because it arrives as a defined starting point, it reduces the number of preparative steps a team must validate, which matters where reagent lead times are long and analytical instrument access is shared. It is typically kept as a stock item in the organic synthesis reagent inventory alongside other building blocks.
Laboratory Applications
Multi-step organic synthesis: the compound supplies a pre-functionalised aromatic core, removing the need to install the chloro and methoxy pattern from a simple benzaldehyde in separate preparative steps.
Cross-coupling chemistry: the ortho chlorine atom serves as an entry point for palladium-catalysed coupling reactions, allowing new carbon-carbon or carbon-heteroatom bonds to be formed directly on the ring.
Condensation reactions: the aromatic aldehyde group remains fully reactive toward classical condensation chemistry, making the material suitable for constructing extended conjugated systems and imine-type intermediates.
Reductive amination work: the aldehyde function can be converted to substituted amines under standard reductive conditions, giving access to amine scaffolds that retain the original ring substitution pattern.
Organometallic addition reactions: the aldehyde carbonyl accepts organometallic nucleophiles, so researchers can build secondary alcohol intermediates while the chloro and methoxy substituents remain available for later transformation.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 54881-49-1
Catalogue code: C2185
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in the standard research pack sizes listed for this catalogue item
Storage: store according to the conditions stated on the product label and Safety Data Sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, and incompatible materials, following the conditions stated on the product label and the Safety Data Sheet. Keep the material in its original supplier container or in a clean, chemically compatible glass container with a secure closure, and label any transferred portion clearly. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, and avoid inhalation of dust or vapour and contact with skin and eyes. Aromatic aldehydes are generally sensitive to prolonged exposure to air and moisture, so close the container promptly after weighing. Consult the Safety Data Sheet before first use and dispose of residues through the laboratory's chemical waste procedure.
