trans-1-Propen-1-ylboronic acid
trans-1-Propen-1-ylboronic acid (CAS 7547-97-9), with the molecular formula CH3CH=CHB(OH)2 and a molar mass of 85.90 g/mol, is an organoboron compound. It serves as a key reactant in palladium-phosphine-catalysed Suzuki-Miyaura coupling reactions and copper(II)-mediated Ullmann-type couplings. This compound is valuable for synthesising complex organic molecules, including pharmaceutical intermediates and specialised organic materials.
- IUPAC
- (E)-Prop-1-enylboronic acid,(E)-1-Propen-1-ylboronic acid,trans-1-Propeneboronic acid,trans-1-Propenylboronic acid,trans-Propenylboronic acid
- Synonyms
- (E)-Prop-1-enylboronic acid(E)-1-Propen-1-ylboronic acidtrans-1-Propeneboronic acidtrans-1-Propenylboronic acidtrans-Propenylboronic acid
Suzuki-Miyaura Coupling Reactions
This compound is a reliable reactant for palladium-phosphine-catalysed Suzuki-Miyaura coupling reactions, enabling the formation of carbon-carbon bonds in organic synthesis.
Ullmann-type Coupling Reactions
It functions as a reactant in copper(II)-mediated Ullmann-type coupling reactions, facilitating the synthesis of various organic compounds.
Preparation of Pharmaceutical Intermediates
Used in the preparation of alkynylphenoxyacetic acids, which are investigated as DP2 receptor antagonists for treating allergic inflammatory diseases.
Synthesis of Heterocyclic Compounds
Applicable in the synthesis of tetrahydrobenzothiophenes and other complex heterocyclic structures via methods like the Paal-Knorr synthesis.
Preparation of Stereospecific Dienes
Can be used to generate stereospecific dienes through nickel-catalyzed three-component reductive coupling with alkynes and enones.
| Molecular weight | 85.90 |
|---|---|
| Linear formula | CH3CH=CHB(OH)2 |
| Assay | ≥95.0% |
| Storage temperature | 2-8°C |
| Impurities tested | ~10 wt. % cis-isomer |
| Application | Reactant for:• Palladium-phosphine-catalyzed Suzuki-Miyaura coupling reactions1,2• Cu(II)-mediated Ullmann-type coupling3Reactant for preparation of:• Alkynylphenoxyacetic acids as DP2 receptor antagonists for treatment of allergic inflammatory diseases4• Tetrahydrobenzothiophenes as conformationally restricted enol-mimic inhibitors of type II dehydroquinase via Paal-Knorr synthesis involving Suzuki coupling5• Highly substituted benzannulated cyclooctanol derivatives by samarium diiodide-mediated cyclization6• Stereospecific dienes via nickel-catalyzed three-component reductive coupling with alkynes and enones7 |
| Melting point | 123-127 °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-Propen-1-ylboronic acid used for?
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trans-1-Propen-1-ylboronic acid is used as a reactant in palladium-catalyzed Suzuki-Miyaura coupling reactions and copper-mediated Ullmann-type couplings. It is also used in the preparation of various complex organic molecules, including pharmaceutical intermediates and heterocyclic compounds.
What is the CAS number and formula for trans-1-Propen-1-ylboronic acid?
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The CAS number is 7547-97-9 and the linear formula is CH3CH=CHB(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans-1-Propen-1-ylboronic acid with an assay of ≥95.0%. This product is not represented as USP/BP/EP or other pharmacopoeia grades.
What are the safety precautions for handling trans-1-Propen-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 is recommended. Refer to the Safety Data Sheet for comprehensive handling information.
How is trans-1-Propen-1-ylboronic acid packed, shipped, and exported by TSS?
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Tech Serve Solutions packs, ships, and exports chemicals in compliance with international regulations, ensuring safe transit and adherence to all relevant guidelines.
How can I request a sample or quote for trans-1-Propen-1-ylboronic acid?
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To request a sample or a quote, please contact our sales department via the website or by calling us directly. Our team will be happy to assist you.
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