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Description
TCI C2179 4-Chlorobutyraldehyde Dimethyl Acetal is a bifunctional compound that combines a butyl chain carrying a chlorine atom at one end with an aldehyde group protected as a dimethyl acetal at the other. The material is classified as a non-heterocyclic building block and serves an important role as a four-carbon synthon in organic synthesis laboratories. Its structure allows researchers to perform alkylation reactions using the chloride terminus first, then unmask the acetal group back to the free aldehyde at the appropriate stage, so that a reaction sequence can be controlled in a clear and planned order.
The main characteristic that makes this reagent a preferred choice is that the aldehyde group arrives already protected. Free aldehydes are highly reactive and readily undergo oxidation as well as polymerisation, whereas the dimethyl acetal form is considerably more stable towards bases, nucleophiles, and organometallic reagents. This protecting group can be removed again by hydrolysis under relatively mild aqueous acidic conditions. At the other end of the molecule, the primary chloride is a good electrophile for nucleophilic substitution with amines, alkoxides, thiolates, and carbanions, giving the chemist two distinct and independently addressable reactive sites in a single reagent.
In Indonesian laboratories, this building block is typically used in university research groups, organic synthesis laboratories, and pharmaceutical or fine chemical research and development units that construct target molecules step by step. It suits work where a four-carbon fragment must be introduced first and the aldehyde functionality revealed only later in the route. Because the protected form is easier to handle than a free aldehyde, it fits well into multi-step syntheses carried out over extended periods in academic and industrial research settings.
Laboratory Applications
Four-carbon chain extension: the reagent introduces a butyl fragment bearing a masked aldehyde, letting chemists lengthen a carbon skeleton while keeping the carbonyl reactivity hidden until it is needed.
N-alkylation of amines: the primary chloride terminus reacts cleanly with amine nucleophiles, giving aminobutyl acetal intermediates that can later be hydrolysed to the corresponding free aldehyde.
Ether and thioether formation: alkoxides and thiolates displace the terminal chloride efficiently, producing protected aldehyde intermediates suitable for further elaboration in multi-step organic synthesis routes.
Carbanion alkylation chemistry: stabilised carbanions attack the chloride end without disturbing the acetal, since the dimethyl acetal group tolerates strongly basic and organometallic reaction conditions well.
Protected aldehyde delivery: the compound serves as a stable surrogate for a reactive aldehyde, avoiding oxidation and polymerisation problems during storage and earlier synthetic steps.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS number: 29882-07-3
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Catalogue code: C2179
Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
Storage: keep in a cool, dry place in the tightly closed original container
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, heat sources, moisture, and strong acids, since acidic and aqueous conditions can hydrolyse the acetal protecting group prematurely. Keep the material in its original supplier container or in a compatible tightly sealed glass bottle, and return it promptly after dispensing. Handle the compound inside a fume hood while wearing safety goggles, chemical-resistant gloves, and a laboratory coat. Avoid inhalation of vapours and contact with skin or eyes, keep the container away from ignition sources, and consult the manufacturer's safety data sheet before use and for waste disposal guidance.
