1-Penten-1-ylboronic acid
1-Penten-1-ylboronic acid (CAS: 104376-24-1, Formula: C5H11BO2) is a valuable organoboron compound with a molecular weight of 113.95 g/mol. Utilised as a versatile reactant in organic synthesis, it is particularly noted for its role in various cross-coupling reactions, including Suzuki couplings and Liebeskind-Srogl couplings. This compound serves as a key building block for the creation of complex organic molecules, including advanced dyes and substituted compounds.
- IUPAC
- 1-Pentenylboronic acid
Synthesis of BODIPY Dyes
1-Penten-1-ylboronic acid is a precursor in the Liebeskind-Srogl cross-coupling for synthesising 8-alkenylborondipyrromethene dyes from 8-thiomethyl-substituted BODIPY derivatives.
Substitution Reactions
It participates in rhodium and palladium catalysed substitution reactions with enyne acetates and carbonates, enabling diverse molecular functionalisation.
Organogold Chemistry
This boronic acid is employed in halogenation and protodeauration reactions involving organogold phosphine complexes, contributing to novel organometallic chemistry.
Nazarov Cyclisation
The compound acts as a reactant in the Lewis acid catalysed Nazarov reaction, facilitating the formation of cyclic ketones.
Tandem Coupling Processes
It is utilised in palladium-catalyzed tandem reactions, combining intramolecular C-N bond formation with intermolecular Suzuki coupling for complex molecule assembly.
| Molecular weight | 113.95 |
|---|---|
| Empirical formula | C5H11BO2 |
| Application | Reactant for:• Synthesis of 8-alkenylborondipyrromethene dyes via Liebeskind-Srogl cross-coupling starting from 8-thiomethyl-substituted BODIPY1• Rhodium and palladium catalyzed substitution reactions with enyne acetates and carbonates2• Halogenation and protodeauration reactions of organogold phosphine complexes3• Lewis acid catalyzed Nazarov reaction4• Palladium-catalyzed tandem intramolecular C-N and intermolecular Suzuki coupling process5,6 |
| Melting point | 100-105 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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 1-Penten-1-ylboronic acid used for?
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1-Penten-1-ylboronic acid is used as a reactant in various organic synthesis applications, including the synthesis of BODIPY dyes, rhodium and palladium catalysed substitution reactions, organogold chemistry, the Nazarov reaction, and palladium-catalyzed tandem coupling processes.
What are the CAS number and formula for 1-Penten-1-ylboronic acid?
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The CAS number is 104376-24-1 and the empirical formula (Hill notation) is C5H11BO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Penten-1-ylboronic acid primarily for research and chemical synthesis. The specific assay and grade are detailed in the product's Certificate of Analysis. We do not represent this product as USP, BP, or EP grade.
What are the safety and handling precautions for 1-Penten-1-ylboronic acid?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. The substance has a WGK of 3 in Germany, indicating it is hazardous to water.
How is 1-Penten-1-ylboronic acid packed and shipped?
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Tech Serve Solutions adheres to stringent international regulations for packing and shipping chemicals, ensuring safe transit globally. Details regarding specific packaging sizes are available upon request.
How can I request a sample or quote for 1-Penten-1-ylboronic acid?
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Samples and quotes can be requested by contacting our sales department directly via the website or by calling us. Please provide your specific requirements and shipping details.
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