tert-Butyl Acetoacetate (TBAA), is a colorless to pale yellow clear liquid with CAS number 1694-31-1. It is a versatile β-keto ester widely used as a key building block in organic synthesis, pharmaceuticals, agrochemicals, and specialty coatings.
Technical Specifications
| ITEMS | SPECIFICATIONS |
| Appearance | Colorless clear liquid |
| Purity | ≥99.0% |
| Acidity | ≤0.2% |
Packaging & Storage
- Net weight 200kgs drum or packed in IBCs.
- Store in a cool, dry, well-ventilated place, away from ignition sources and incompatible materials. Keep container tightly closed and protected from light.
Key Benefits of tert-Butyl Acetoacetate (TBAA)
Versatile Acetoacetylating Agent:
Efficiently introduces acetoacetyl groups into hydroxyl-bearing compounds such as polyols, resins, and alcohols.
Mild Decarboxylation:
The tert-butyl ester facilitates clean removal of the carboxyl group, ideal for sensitive syntheses.
High Reactivity in C-C Bond Formation:
Supports Knoevenagel condensations, Michael additions, and synthesis of heterocycles.
Stability and Handling:
Stable under recommended storage; lower volatility compared to shorter-chain analogs in some applications.
Applications and Uses of tert-Butyl Acetoacetate (TBAA)
TBAA serves as a critical intermediate across multiple industries:
Pharmaceuticals
- Synthesis of active pharmaceutical ingredients (APIs) and heterocyclic compounds.
- Preparation of β-keto ester derivatives, acetoacetamides, and specialized drug intermediates.
Agrochemicals
- Production of crop protection agents and pesticides through acetoacetylation pathways.
Coatings and Resins
- Acetoacetylation of hydroxyl-bearing resins (polyesters, acrylics, cellulosics, epoxies) for high-performance coatings.
Organic Synthesis
- Reagent for acyloin synthesis, α,β-unsaturated ketones, pyrroles, benzothiazole derivatives, and more.
- Transacetoacetylation of polyols in bio-based polymer chemistry.
- Building block for levulinic esters, δ-ketonitriles, and various fine chemicals.
Frequently Asked Questions (FAQs)
Q: What is the CAS number for tert-Butyl Acetoacetate?
A: The CAS Number is 1694-31-1.
Q: What are the main applications of tert-Butyl Acetoacetate?
A: It is primarily used as an acetoacetylating reagent and intermediate in pharmaceutical synthesis, agrochemicals, coatings resins, and general organic chemistry.
Q: How should TBAA be stored?
A: Store in a cool, well-ventilated place away from heat and light.
Q: Is TBAA water-soluble?
A: It is slightly soluble in water but highly soluble in most organic solvents.
Q: Can tert-Butyl Acetoacetate be used in food or pharmaceutical formulations directly?
A: No. It is an industrial chemical intermediate, not intended for direct addition to food or as a finished pharmaceutical ingredient.
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