5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester
5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester (CAS: 1104636-79-4) is a protected boronic acid derivative with the molecular formula C13H11BBrNO4S2 and a molecular weight of 400.08 g/mol. It offers enhanced stability and shelf life compared to its free boronic acid counterpart. This compound is primarily utilised in organic synthesis, particularly for selective and iterative Suzuki-Miyaura cross-coupling reactions, enabling complex molecule construction.
- IUPAC
- 2-(5′-Bromo-[2,2′-bithiophen]-5-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
- Synonyms
- C13H11BBrNO4S22-(5′-Bromo-[2,2′-bithiophen]-5-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
Suzuki-Miyaura Cross-Coupling Reactions
This MIDA ester acts as a protected boronic acid, allowing for controlled and selective Suzuki-Miyaura coupling reactions. Its stability permits iterative cross-coupling strategies, facilitating the synthesis of complex organic molecules.
Heteroaryl Synthesis
The bithiophene core makes this compound valuable for synthesising complex heteroaromatic systems. It can be employed in the iterative construction of conjugated polymers and advanced materials.
Organic Synthesis Intermediate
As a stable boronate ester, it serves as a versatile building block in multi-step organic syntheses. It is particularly useful when the free boronic acid would be too reactive or unstable under reaction conditions.
| Molecular weight | 400.08 |
|---|---|
| Empirical formula | C13H11BBrNO4S2 |
| Assay | 95% |
| Application | Protected boronic acid with methylimindodiacetic acid (MIDA) that does not react under standard Suzuki-Miyuara coupling conditions, allowing for selective and iterative cross-coupling sequences. The MIDA boronate also provides prolonged shelf life and stability to typically unstable boronic acid derivatives.MIDA Boronates |
| Melting point | 215-219 °C (decomposition) |
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester used for?
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This compound is used as a protected boronic acid derivative, primarily for selective and iterative Suzuki-Miyaura cross-coupling reactions in organic synthesis, enabling the construction of complex heteroaromatic systems.
What is the CAS number and formula for 5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester?
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The CAS number is 1104636-79-4, and the empirical formula is C13H11BBrNO4S2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 95%. We do not represent it as USP, BP, or EP grade.
How should 5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester be handled?
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This compound is classified under WGK 2, indicating it is hazardous to water. Handle with appropriate personal protective equipment in a well-ventilated area, avoiding dust formation and release into the environment.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions carefully packs and exports fine chemicals globally, adhering to all relevant shipping and customs regulations for hazardous materials.
How can I request a sample or quote for 5-Bromo-2,2′-bithiophene-5-boronic acid MIDA ester?
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Please contact our sales team via the website or email to request a sample or a quotation for this product.
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