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Description
1,4-Butanediol Bis(3-aminocrotonate), CAS 14205-47-1, is a non-heterocyclic building block compound widely used in organic synthesis within chemistry laboratories. The molecule carries two aminocrotonate groups linked through a butanediol chain, making it a highly valuable difunctional starting material. In routine laboratory practice, this compound is employed to assemble more complex molecular structures through condensation reactions, amide bond formation, and addition reactions at unsaturated groups. The presence of two reactive ends in a single molecule positions it as an important bridge between simple starting compounds and larger synthetic products, such as polymers, ligands, or pharmaceutical intermediates.
The key characteristic that makes this compound a preferred choice in the laboratory is its difunctional nature, which allows reactions to proceed on two sides of the molecule at the same time. The aminocrotonate groups display the distinctive reactivity of enamine compounds, enabling participation in a wide range of chemical transformations. Meanwhile, the flexible butylene chain provides spacing and rotational freedom to the structure being built, reducing steric hindrance during coupling steps. This combination of dual reactive sites and conformational flexibility makes the reagent dependable for stepwise elongation of molecular backbones and for linking separate fragments into one larger entity, which is precisely the kind of behavior researchers look for when selecting building blocks for multi-step synthetic routes.
In Indonesian laboratories, this building block is typically applied in academic and industrial research settings where chemists develop new synthetic pathways and fine chemical intermediates. It is commonly integrated into reaction scouting for condensation and amide coupling steps, and it serves as a convenient two-ended linker when constructing extended molecular frameworks. Research groups working on polymer precursors, ligand design, and pharmaceutical intermediate synthesis regularly keep this reagent in stock because it offers a reproducible route from simple starting materials to more elaborate products. Consistent supply through the local distributor ensures that ongoing projects are not interrupted.
Laboratory Applications
- Condensation reactions: The twin aminocrotonate groups provide two reactive sites that readily take part in condensation transformations, enabling the stepwise assembly of larger molecular frameworks in a single synthetic sequence.
- Amide bond formation: The amino functionality on both ends of the molecule supports amide coupling reactions, making this reagent a practical difunctional partner for building peptide-like and amide-linked structures.
- Addition reactions at unsaturated groups: The enamine-type unsaturation in each aminocrotonate unit allows addition chemistry at both ends, extending the carbon skeleton symmetrically in one operation.
- Polymer and ligand precursor synthesis: With two reactive termini connected by a flexible butylene spacer, the compound acts as a reliable linker for generating polymer backbones and multidentate ligand scaffolds.
- Pharmaceutical intermediate preparation: Its clean difunctional reactivity and predictable behavior make it a dependable building block for constructing the more complex intermediates needed in drug-oriented synthesis programs.
Specifications
- Brand: TCI
- Product name: 1,4-Butanediol Bis(3-aminocrotonate) (catalog reference B1069)
- CAS number: 14205-47-1
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: laboratory reagent; confirm the exact appearance from the product label upon receipt
- Pack sizes and storage: available in standard laboratory pack sizes; store tightly closed in a cool, dry place away from direct sunlight
Handling and Storage
Store the compound in its original, tightly sealed container in a cool, dry, and well-ventilated area, protected from direct sunlight and excessive humidity. Keep the container firmly closed when not in use to prevent moisture uptake and contamination. Use clean, dry spatulas when withdrawing material and reseal the container immediately after each use. Always work in a fume hood or adequately ventilated space, and wear appropriate personal protective equipment, including laboratory gloves, safety goggles, and a laboratory coat. Avoid generating dust, and keep the substance away from strong oxidizing agents, open flames, and sources of ignition. Follow the safety data sheet supplied with the product and dispose of any waste according to local regulations.
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