Tropylium tetrafluoroborate
Tropylium tetrafluoroborate (CAS 27081-10-3, C7H7BF4) is a stable carbenium salt with a molecular weight of 177.94 g/mol. Utilised as a key building block in organic synthesis, it participates in various reactions including retro-Buchner cyclopropanations and stereoselective alkylations. Its electrophilic nature makes it valuable for constructing complex molecular architectures in academic and industrial research settings.
- IUPAC
- Cycloheptatrienyl tetrafluoroborate,Tropylium fluoroborate
- Synonyms
- Cycloheptatrienyl tetrafluoroborateTropylium fluoroborate
Retro-Buchner Reactions
Serves as a reactant in retro-Buchner reactions, facilitating the synthesis of functionalised arylcyclopropanes. This application is crucial for accessing strained ring systems in organic chemistry.
Stereoselective Synthesis
Employed in stereoselective alpha-alkylation of aldehydes using stable carbocations, enabling precise control over molecular stereochemistry. It also aids in the desymmetrisation for accessing homocalystegine analogs or aminocycloheptitols.
C-H Activation and Redox Chemistry
Participates in oxidative C-H activation of aliphatic aldehydes and electrochemical redox transformations. These applications highlight its utility in modern synthetic methodologies.
Organic Building Block
Acts as a versatile organic building block for the construction of diverse molecular scaffolds. Its electrophilic tropylium cation is readily employed in various synthetic strategies.
| Molecular weight | 177.94 |
|---|---|
| Empirical formula | C7H7BF4 |
| Assay | 97% |
| Application | Reactant or reagent involved in:• Retro-Buchner reactions for synthesis of arylcyclopropanes1• Desymmetrization for access to homocalystegine analogs2 or aminocycloheptitols3• α-Cyanation of imines4• Stereoselective α-alkylation of aldehydes with stable carbocations5• Oxidative C-H activation of aliphatic aldehydes6• Electrochemical Redox transformations7 |
| Melting point | ~240 °C (dec.)(lit.) |
Hazard statements
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 3261 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-36/37/39-45 |
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 Tropylium tetrafluoroborate used for?
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Tropylium tetrafluoroborate is primarily used as a reactant or reagent in organic synthesis. Key applications include retro-Buchner reactions for arylcyclopropane synthesis, desymmetrisation reactions, alpha-cyanation of imines, stereoselective alpha-alkylation of aldehydes, and oxidative C-H activation of aldehydes.
What are the CAS number and formula for Tropylium tetrafluoroborate?
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The CAS number for Tropylium tetrafluoroborate is 27081-10-3, and its molecular formula is C7H7BF4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tropylium tetrafluoroborate with a minimum purity of 97%. We do not represent this product as meeting USP, BP, or EP pharmacopoeial standards.
How should Tropylium tetrafluoroborate be handled safely?
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Tropylium tetrafluoroborate is classified as Danger (GHS05) and causes severe skin burns and eye damage (H314). Appropriate personal protective equipment, including eyeshields, face shields, chemical-resistant gloves, and respiratory protection (e.g., P3 filter), must be worn. Handle in a well-ventilated area and seek immediate medical attention in case of contact.
Is Tropylium tetrafluoroborate packed and shipped by Tech Serve Solutions?
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Yes, Tech Serve Solutions, as a specialist global supplier and exporter, packs and ships Tropylium tetrafluoroborate internationally, adhering to all relevant transportation regulations (UN 3261 8 / PGII).
How can I request a sample or quote for Tropylium tetrafluoroborate?
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To request a sample or quote for Tropylium tetrafluoroborate, please contact our sales team through the website or by phone, providing your specific requirements and delivery details.
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