trans-1-Heptenylboronic acid
trans-1-Heptenylboronic acid (CAS 57404-76-9) is an organoboron compound with the formula C7H15BO2 and a molecular weight of 142.00 g/mol. This alkenyl boronic acid serves as a key reactant in various organic synthesis methodologies, notably in carbon-carbon bond formation through Suzuki-Miyaura alkenylation and other palladium-catalyzed cross-coupling reactions. Its utility extends to asymmetric synthesis, making it valuable in the development of complex organic molecules.
- IUPAC
- (E)-Hept-1-enylboronic acid,trans-1-Hepten-1-ylboronic acid
- Synonyms
- (E)-Hept-1-enylboronic acidtrans-1-Hepten-1-ylboronic acid
Suzuki-Miyaura Alkenylation
trans-1-Heptenylboronic acid is a reagent used in Suzuki-Miyaura cross-coupling reactions for the formation of carbon-carbon bonds, specifically for introducing an alkenyl group.
Asymmetric Synthesis
It functions as a reactant in palladacycle-catalyzed asymmetric ring-opening reactions and rhodium-catalyzed asymmetric addition reactions, contributing to the stereoselective synthesis of chiral compounds.
Cross-Coupling Reactions
This boronic acid is employed in double Suzuki couplings, a versatile method for the synthesis of complex organic structures through sequential cross-coupling events.
| Molecular weight | 142.00 |
|---|---|
| Empirical formula | C7H15BO2 |
| Application | Reactant for:• Suzuki-Miyaura alkenylation1• Palladacycle-catalyzed asymmetric ring-opening reaction of oxabicyclic alkenes2• Double Suzuki couplings3• Rhodium-catalyzed asymmetric addition reactions4 |
| Melting point | 107-111 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 36/37 |
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 trans-1-Heptenylboronic acid used for?
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trans-1-Heptenylboronic acid is primarily used as a reactant in organic synthesis, particularly for Suzuki-Miyaura alkenylation, asymmetric ring-opening reactions, double Suzuki couplings, and rhodium-catalyzed asymmetric addition reactions.
What is the CAS number and formula for trans-1-Heptenylboronic acid?
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The CAS number for trans-1-Heptenylboronic acid is 57404-76-9, and its molecular formula is C7H15BO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans-1-Heptenylboronic acid in a purity suitable for research and chemical synthesis. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards.
How should trans-1-Heptenylboronic acid be handled safely?
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trans-1-Heptenylboronic acid is a Warning substance that can cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Always use with a dust mask (type N95 or equivalent), safety eyeshields, and gloves. Ensure adequate ventilation in the work area.
Is trans-1-Heptenylboronic acid a controlled substance?
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Based on the provided data, there is no indication that trans-1-Heptenylboronic acid is a controlled substance.
How is trans-1-Heptenylboronic acid packed and exported?
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Tech Serve Solutions carefully packs and exports trans-1-Heptenylboronic acid, adhering to all necessary regulations for chemical shipping to ensure safe delivery worldwide.
How can I request a quote or sample for trans-1-Heptenylboronic acid?
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To request a quote or a sample of trans-1-Heptenylboronic acid, please contact our sales team through the TSS website or by phone, providing your specific requirements.
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