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Description
TCI D4111 Diethyl 3,3'-Iminodipropionate is a secondary amine compound carrying two esterified propionate chains, present as ethyl esters attached to the same nitrogen atom. This symmetrical branched structure makes it a versatile synthetic raw material, particularly as a branching node in the construction of branched and dendritic molecules. In the laboratory, the compound is frequently used as a trifunctional linker: one secondary amine group that can be acylated or alkylated, together with two ester groups that can be hydrolysed, amidated, or reduced according to the design requirements of the target molecule under development.
The property that leads researchers to select this compound is its structural symmetry, which simplifies spectroscopic analysis while ensuring that both arms react equivalently. The secondary amine within the molecule is nucleophilic and readily reacts with acyl chlorides, anhydrides, isocyanates, and Michael acceptors, whereas the two ethyl ester groups are relatively stable and can therefore be left intact throughout the nitrogen modification stage. Afterwards, the esters can be hydrolysed into the corresponding diacid, which is useful as a metal ion chelating clamp or as a double amide coupling point.
In Indonesian laboratories, this building block fits naturally into synthetic chemistry and materials research programmes where branched architectures are being assembled step by step. Its liquid character at room temperature makes it straightforward to transfer, measure, and dose into reaction mixtures without prior melting or dissolution. Research groups working on multifunctional linkers, chelating structures, and amide coupling chemistry can adopt it directly into established laboratory procedures.
Laboratory Applications
- Branching node synthesis: the symmetrical two-armed structure allows researchers to introduce a defined branch point when constructing branched and dendritic molecular architectures step by step.
- Trifunctional linker chemistry: one modifiable secondary amine plus two addressable ester arms give synthetic chemists three independent handles on a single compact scaffold.
- Nitrogen-selective modification: the nucleophilic secondary amine reacts readily with acyl chlorides, anhydrides, and isocyanates while the ethyl esters remain intact during that stage.
- Michael addition chemistry: the secondary amine functions as a nucleophilic partner towards Michael acceptors, supporting conjugate addition routes in multi-step synthetic sequences.
- Diacid and chelator preparation: hydrolysis of both ester arms yields a diacid useful as a metal ion clamp or as a double amide coupling point.
Specifications
- Brand: TCI
- CAS number: 3518-88-5
- Chemical name: Diethyl 3,3'-Iminodipropionate
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: liquid at room temperature
- Pack sizes: available in the standard TCI catalogue pack sizes for this product code
- Storage: keep in a tightly closed container as indicated on the manufacturer's label
Handling and Storage
Store the container tightly closed in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition, and follow the storage conditions stated on the manufacturer's label and safety data sheet. Because the material is a liquid at room temperature, use compatible glass or chemically resistant containers with secure closures to prevent leakage during storage and transfer. Handle the compound inside a fume hood using safety goggles, chemical-resistant gloves, and a laboratory coat, since the secondary amine group is reactive towards acyl chlorides, anhydrides, and isocyanates. Keep it separated from such reactive electrophiles and from strong acids and bases unless a reaction is intended. Close the container promptly after dispensing, label all working aliquots clearly, and dispose of residues and contaminated materials through the laboratory's chemical waste procedure.
