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Description
TCI D3973 4-(Dimethylamino)butyraldehyde Diethyl Acetal is a non-heterocyclic building block that carries a tertiary dimethylamino group at one end of the molecule and a protected aldehyde, in the form of a diethyl acetal, at the other. This molecular design allows researchers to carry an aldehyde function through multiple stages of a synthesis without the risk of side reactions, then release it again precisely when it is needed. In organic synthesis and pharmaceutical laboratories, the compound is frequently used to introduce a four-carbon chain terminating in a basic amino group into the framework of a target molecule.
The property that makes this reagent a preferred choice is the stability of the acetal group under neutral and basic conditions, combined with the ease with which it is hydrolysed in aqueous acidic media. Because the amine here is tertiary, that group does not take part in acylation or alkylation reactions in the way a primary amine would; instead it acts as a base and as a weak nucleophilic centre that can form quaternary ammonium salts when required. This basic character also gives the molecule good solubility in acidified aqueous media, which makes it straightforward to separate products by acid–base extraction. The combination of these two groups in one compact structure is what gives the reagent its versatility.
In Indonesian laboratories, this building block is typically found in university organic synthesis groups, pharmaceutical research and development units, and contract research laboratories that assemble intermediates for further study. It is normally used at bench scale as part of a multi-step route, where the masked aldehyde is carried forward and unmasked at a later stage. As a TCI catalogue item, it is generally ordered in small research quantities alongside other building blocks for a given synthetic programme.
Laboratory Applications
Protected aldehyde chemistry: the diethyl acetal masks the carbonyl through basic and neutral steps, so the aldehyde survives transformations that would otherwise consume or degrade it.
Aminoalkyl chain introduction: the reagent installs a four-carbon linker terminating in a basic dimethylamino group into a target scaffold in a single, well-defined operation.
Pharmaceutical intermediate synthesis: research and development laboratories use it to build side chains bearing a basic nitrogen, a structural motif common in many drug-like molecules.
Acid-triggered deprotection sequences: the acetal is cleanly hydrolysed in aqueous acidic media, letting chemists reveal the free aldehyde at exactly the planned point in a route.
Acid–base extraction workups: the basic tertiary amine allows the compound and its derivatives to be partitioned into acidified aqueous phases, simplifying purification and separation from neutral by-products.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 1116-77-4
Chemical name: 4-(Dimethylamino)butyraldehyde Diethyl Acetal
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Catalogue number: D3973
Pack sizes: available in standard TCI research pack sizes; please confirm the currently listed options when ordering
Storage: store according to the conditions stated on the manufacturer's label and safety data sheet
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area, away from heat sources, direct sunlight, and acids, since acidic conditions will hydrolyse the acetal group. Keep the material in its original manufacturer-supplied bottle or in a compatible tightly sealed glass container, clearly labelled and separated from incompatible chemicals. Handle the compound in a functioning fume hood using safety glasses, chemically resistant gloves, and a laboratory coat. Avoid inhalation of vapours and contact with skin and eyes. Always consult the manufacturer's safety data sheet before use, and follow local institutional procedures for the disposal of organic amine waste.
