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3-tert-Butoxy-3-Oxopropylzinc Bromide CAS NO 1142217-00-2
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CAS No.:1142217-00-2
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
3-tert-Butoxy-3-Oxopropylzinc Bromide is a highly reactive organozinc reagent, specifically a functionalized Reformatsky-type reagent, used for the efficient introduction of the 3-tert-butoxy-3-oxopropyl moiety. This compound is valued for its role in facilitating key carbon-carbon bond-forming reactions, such as nucleophilic additions and cross-couplings, under mild conditions. It is an essential synthetic intermediate for researchers and process chemists in the pharmaceutical, agrochemical, and advanced materials sectors, enabling the construction of complex molecular architectures.
Application
- Pharmaceutical Intermediate: Key building block for the synthesis of active pharmaceutical ingredients (APIs), particularly those containing ester or carboxylic acid functionalities.
- Agrochemical Synthesis: Used in the production of novel herbicides, fungicides, and plant growth regulators requiring specific alkyl chain extensions.
- Material Science: Employed in the synthesis of specialized monomers, ligands, and organic frameworks for advanced polymers and functional materials.
- Organic Synthesis: A versatile reagent for Reformatsky-type reactions, enabling the synthesis of β-hydroxy esters, lactones, and other carbonyl derivatives.
- Cross-Coupling Reactions: Acts as an organozinc nucleophile in Negishi and related transition-metal-catalyzed cross-coupling reactions.
- Asymmetric Synthesis: Useful precursor for creating chiral centers in the presence of suitable catalysts or chiral auxiliaries.
Basic Information
| Product Name | 3-tert-Butoxy-3-Oxopropylzinc Bromide |
| CAS No. | 1142217-00-2 |
| Molecular Formula | C7H13BrO2Zn |
| Molecular Weight | 274.48 g/mol |
| Synonyms | tert-Butyl 3-(bromozincio)propanoate; Zinc, bromo[3-[(1,1-dimethylethoxy)carbonyl]propyl]-; 3-(tert-Butoxycarbonyl)propylzinc bromide; Reformatsky Reagent, tert-Butyl Ester; Bromo(3-tert-butoxy-3-oxopropyl)zinc; (3-tert-Butoxy-3-oxopropyl)zinc bromide; Propanoic acid, 3-(bromozincio)-, 1,1-dimethylethyl ester |
| EINECS | Contact for details |
Quality Control
Our 3-tert-Butoxy-3-Oxopropylzinc Bromide is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including titration for active zinc content and spectroscopic identification, to ensure consistency and high reactivity. A comprehensive Certificate of Analysis (COA) detailing purity, concentration (typically as a solution in THF or ether), and impurity profile is provided with every shipment to support your R&D and scale-up activities.
Storage
Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (argon or nitrogen) at recommended temperatures, typically between 2°C and 8°C for solutions to maintain stability. Due to its moisture-sensitive and easily oxidized nature, the reagent must be handled in a dry, oxygen-free environment using standard Schlenk or glovebox techniques.
Specification
| Item | Specification |
|---|---|
| Appearance | Colorless to pale yellow solution |
| Identification (IR) | Conforms to structure |
| Assay (Titration) | 0.5 M in THF (or as specified) |
| Purity (Zinc content) | ≥ 95% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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