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Description
TCI D4837 2-(Difluoromethoxy)benzaldehyde is a fluorinated aromatic compound that carries two important functional groups on a single benzene framework: a highly reactive aldehyde group and a difluoromethoxy group (–OCHF₂) in the ortho position. This combination makes it one of the most sought-after building blocks in modern organic synthesis, particularly when researchers need to introduce fluorine atoms into a target molecule without carrying out direct fluorination reactions, which generally demand harsh reagents, specialised conditions, and far more complicated handling at the laboratory bench.
The main appeal of this compound lies in the character of the difluoromethoxy group, which is widely recognised as a bioisostere for both hydroxyl and thiol groups. That group increases the lipophilicity of a molecule, improves membrane permeability, and at the same time confers better resistance to metabolic degradation. The aldehyde group, meanwhile, provides an exceptionally versatile point of entry for reaction, ranging from condensation and reductive amination to Wittig olefination and the construction of heterocyclic rings. The ortho relationship between the two groups also produces steric and electronic effects that are interesting to explore.
In Indonesian laboratories, a building block of this type is typically used in medicinal chemistry and fluorine chemistry research programmes at universities, research institutes, and pharmaceutical development units. Because it allows fluorine to be incorporated through a pre-installed difluoromethoxy group, it suits laboratories that prefer to avoid direct fluorination and the specialised infrastructure that such work requires, while still pursuing structure–activity studies and the preparation of novel fluorinated intermediates.
Laboratory Applications
- Medicinal chemistry scaffold synthesis — the difluoromethoxy group acts as a bioisostere for hydroxyl and thiol groups, letting chemists tune lipophilicity and metabolic stability while the aldehyde builds the core.
- Reductive amination routes — the reactive aldehyde group provides a direct entry to secondary and tertiary amines, giving access to fluorinated amine libraries without any separate fluorination step.
- Wittig olefination work — the aldehyde functionality is a classical substrate for phosphonium ylide chemistry, allowing controlled extension of the carbon skeleton while the fluorinated ether substituent remains intact.
- Heterocyclic ring construction — the aldehyde can be condensed and cyclised into a wide range of heterocycles, delivering fluorinated ring systems that would be difficult to prepare by direct fluorination.
- Condensation and structure–activity exploration — the ortho arrangement of the two functional groups creates distinctive steric and electronic effects that researchers can exploit when probing reactivity and molecular design.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 71653-64-0
- Catalogue Code: D4837
- Chemical Name: 2-(Difluoromethoxy)benzaldehyde
- Category: Chemistry > Building Blocks > Fluorinated Building Blocks
- Pack Sizes: available in standard research and synthesis quantities; please confirm the pack size options when ordering
- Storage: store according to the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store this material in a cool, dry, well-ventilated area, kept tightly closed in its original manufacturer container and protected from light, moisture, and incompatible materials. Aromatic aldehydes are sensitive to air and moisture, so containers should be resealed promptly after use and, where the label indicates, kept under inert gas. All transfers and reactions should be carried out in a functioning fume hood using appropriate personal protective equipment, including safety glasses, chemically resistant gloves, and a laboratory coat. Always consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials through the laboratory's chemical waste procedures.
