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CAS 7149-92-0

2,4-Dimethoxy-3-methylbenzaldehyde TCI D5789

2,4-Dimethoxy-3-methylbenzaldehyde TCI D5789
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2,4-Dimethoxy-3-methylbenzaldehyde (TCI D5789) is a non-heterocyclic building block in the form of an aromatic aldehyde with a distinctive substitution pattern: two methoxy groups at positions 2 and 4, together with a single methyl group at position 3 of the benzene ring. In the organic synthesis laboratory, aromatic aldehydes are among the most versatile classes of starting material, because the formyl group can be directed into a wide range of transformations, from condensation and nucleophilic addition through to reduction and oxidation. The substitution pattern already in place on this compound saves several synthetic steps that would normally be required to install methoxy and methyl groups regioselectively.

The property that makes this compound a preferred choice is the electronic influence of the methoxy groups, which are strong electron donors, so that the aromatic ring becomes electron rich and readily undergoes electrophilic substitution at directed positions. The methyl group at position 3 provides a limited degree of steric hindrance that can steer reaction selectivity, while at the same time serving as a handle for further functionalisation such as benzylic oxidation. The aldehyde group, positioned between the ortho methoxy substituents, also shows characteristic reactivity arising from these electronic and steric effects.

In Indonesian laboratories, a pre-substituted aromatic aldehyde of this kind is typically used in organic synthesis work where a defined methoxy and methyl arrangement is needed on the ring without spending additional steps on regioselective installation. It is handled as a building block in multi-step preparative routes, in method development, and in academic and research settings where the formyl group serves as the point of entry for condensation, addition, reduction, or oxidation chemistry.

  • Condensation reactions — the formyl group readily engages carbon and nitrogen nucleophiles, letting the pre-set methoxy and methyl pattern be carried directly into larger target structures.
  • Nucleophilic addition chemistry — the aldehyde carbonyl accepts nucleophiles to build new carbon–carbon and carbon–heteroatom bonds while the substituted ring stays intact throughout.
  • Reduction of the aldehyde — converting the formyl group to the corresponding alcohol gives access to further derivatisation without disturbing the electron-rich methoxy-substituted aromatic core.
  • Oxidation chemistry — both oxidation of the formyl group and benzylic oxidation at the position-3 methyl group provide alternative routes to carboxyl-type functionality.
  • Electrophilic aromatic substitution — the strongly electron-donating methoxy groups make the ring electron rich and direct incoming electrophiles to defined positions on the ring.

Brand TCI
CAS number 7149-92-0
Molecular formula
Purity
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in standard TCI catalogue pack sizes; please confirm the required size when ordering.
Physical form
Storage store in the closed original container under the conditions stated on the product label and safety data sheet.
  • Product code: D5789

Keep the material in its original tightly closed container, stored in a cool, dry, well-ventilated place away from heat, ignition sources, and incompatible chemicals, and follow the storage conditions given on the product label and safety data sheet. Aromatic aldehydes are generally sensitive to prolonged air exposure, so containers should be resealed promptly after use and kept protected from moisture. Handle in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Avoid inhalation of dust or vapour and contact with skin and eyes, and dispose of residues and contaminated materials according to institutional chemical waste procedures.