trans-1-Octen-1-ylboronic acid
trans-1-Octen-1-ylboronic acid (CAS: 42599-16-6), with the molecular formula CH3(CH2)5CH=CHB(OH)2 and a molecular weight of 156.03 g/mol, is a valuable organoboronic acid derivative. It serves as a key reactant in various sophisticated organic synthesis transformations, particularly those involving stereoselective carbon-carbon bond formation. Its utility is demonstrated in asymmetric catalytic reactions and cross-coupling methodologies, making it a significant building block in advanced chemical research and development.
- IUPAC
- (2E)-2-Octen-1-ylboronic acid,(E)-1-Octen-1-ylboronic acid,(E)-1-Octenylboronic acid,trans-1-Octenylboronic acid
- Synonyms
- (2E)-2-Octen-1-ylboronic acid(E)-1-Octen-1-ylboronic acid(E)-1-Octenylboronic acidtrans-1-Octenylboronic acid
Asymmetric Synthesis
This boronic acid is employed as a reactant in chiral palladacycle-catalyzed asymmetric ring-opening reactions, contributing to the stereoselective synthesis of complex molecules. It also participates in enantioselective conjugate additions catalysed by acyltartaric acids.
Cross-Coupling Reactions
trans-1-Octen-1-ylboronic acid is utilised in copper-mediated oxidative cross-coupling reactions, providing a route to functionalized organic compounds. Furthermore, it is a substrate in diastereoselective domino Heck-Suzuki reactions.
Organometallic Chemistry
As an organometallic reagent, it is integral to various synthetic pathways that construct carbon-carbon bonds, facilitated by transition metal catalysis. Its structure enables specific reactivity patterns in diverse coupling processes.
| Molecular weight | 156.03 |
|---|---|
| Linear formula | CH3(CH2)5CH=CHB(OH)2 |
| Application | Reactant for:• Chiral palladacycle-catalyzed asymmetric ring-opening reaction1• Enantioselective conjugate addition catalyzed by acyltartaric acids2• Copper-mediated oxidative cross-coupling reactions3• Diastereoselective domino Heck-Suzuki reactions4 |
| Melting point | 100-104 °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 trans-1-Octen-1-ylboronic acid used for?
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trans-1-Octen-1-ylboronic acid is used as a reactant in various organic synthesis applications, including chiral palladacycle-catalyzed asymmetric ring-opening reactions, enantioselective conjugate additions, copper-mediated oxidative cross-coupling reactions, and diastereoselective domino Heck-Suzuki reactions.
What is the CAS number and formula for trans-1-Octen-1-ylboronic acid?
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The CAS number for trans-1-Octen-1-ylboronic acid is 42599-16-6, and its linear formula is CH3(CH2)5CH=CHB(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans-1-Octen-1-ylboronic acid in a technical/research grade. We do not represent this product as meeting USP, BP, EP, or other pharmacopoeial standards.
What are the safety and handling precautions for trans-1-Octen-1-ylboronic acid?
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Handling trans-1-Octen-1-ylboronic acid requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The substance has a WGK Germany rating of 3, indicating a significant hazard to water.
How is trans-1-Octen-1-ylboronic acid packed, shipped, and exported?
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Tech Serve Solutions carefully packs and handles all chemicals to ensure safe transit. We are experienced in exporting fine chemicals and laboratory reagents globally, adhering to all relevant shipping regulations.
How can I request a sample or quote for trans-1-Octen-1-ylboronic acid?
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To request a sample or a quotation for trans-1-Octen-1-ylboronic acid, please contact our sales department via the website or provide your details through our online inquiry form.
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