9-Borabicyclo[3.3.1]nonane solution
9-Borabicyclo[3.3.1]nonane solution (CAS 280-64-8, C8H15B, MW: 122.02) is a key organoboron reagent supplied by TSS. Utilised as a protecting group for alkenes, it also functions as a reactant in various sophisticated organic syntheses. Its applications span from linear solid-phase peptide synthesis (SPPS) to copper-catalysed cross-coupling reactions and the preparation of complex molecules like spirocyclic alkaloids, highlighting its versatility in advanced chemical research and development.
- IUPAC
- 9-BBN
- Synonyms
- 9-BBN
![9-Borabicyclo[3.3.1]nonane solution (C8H15B) — chemical structure, CAS 280-64-8; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F280-64-8.png&w=3840&q=75)
Protecting Group for Alkenes
9-Borabicyclo[3.3.1]nonane solution serves as an effective protecting group for alkenes in organic synthesis, enabling selective functionalization of other parts of a molecule during complex reaction sequences.
Organic Synthesis Reagent
This compound is a valuable reactant in various synthetic methodologies, including copper-catalyzed cross-coupling reactions of organoboron compounds with alkyl halides and pseudohalides. It also participates in intramolecular insertion reactions and the synthesis of complex organic structures.
Synthesis of Pharmaceutical Intermediates
Its role in preparing compounds like (phosphonoacetyl)ornithine makes it useful in research aimed at understanding biological pathways, potentially contributing to the development of new therapeutic agents.
Hetero-Diels-Alder Reactions
The reagent is employed in hetero-Diels-Alder reactions for the stereoselective synthesis of complex molecular architectures, such as spirocyclic alkaloids, which are important motifs in natural products and medicinal chemistry.
| Molecular weight | 122.02 |
|---|---|
| Empirical formula | C8H15B |
| Density | 0.894 g/mL at 25 °C |
| Concentration | 0.5 M in THF |
| Application | Protecting group for alkenes†Reactant for: • Linear SPPS synthesis of ubiquitin derivatives1• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides2• Intramolecular insertion of alkenes into palladium-nitrogen bonds3• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast4• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids5 |
Hazard statements
- H260In contact with water releases flammable gases
- H304May be fatal if swallowed and enters airways
- H315Causes skin irritation
- H336May cause drowsiness or dizziness
- H361F
- H373May cause damage to organs through prolonged exposure
- H411Toxic to aquatic life with long-lasting effects
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P223Do not allow contact with water
- P231Handle under inert gas
- P261Avoid breathing dust, fume, gas or vapours
- P370In case of fire
- P422
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Transport (UN / ADR) | UN 3399 4.3/PG 1 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xn,N |
| Risk statements (R) | 14/15-38-48/20-51/53-62-65-67 |
| Safety statements (S) | 36/37-61-62 |
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 9-Borabicyclo[3.3.1]nonane solution used for?
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9-Borabicyclo[3.3.1]nonane solution is primarily used as a protecting group for alkenes and as a reactant in various organic syntheses, including copper-catalyzed cross-coupling reactions and hetero-Diels-Alder reactions for synthesizing complex molecules.
What are the CAS number and formula for 9-Borabicyclo[3.3.1]nonane solution?
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The CAS number for 9-Borabicyclo[3.3.1]nonane solution is 280-64-8, and its empirical formula is C8H15B.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 9-Borabicyclo[3.3.1]nonane solution as a 0.5 M concentration in THF. We do not represent this product as USP, BP, or EP grade. Purity is as per the specification sheet, and it is intended for research and laboratory use.
How should 9-Borabicyclo[3.3.1]nonane solution be handled safely?
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This compound is flammable, can cause skin irritation, may cause drowsiness or dizziness, and is harmful if swallowed or inhaled. It also poses a risk to aquatic life. Handle with appropriate personal protective equipment including eyeshields, gloves, and a suitable respirator. Store away from ignition sources and in a well-ventilated area. Refer to the Safety Data Sheet for full details.
Is 9-Borabicyclo[3.3.1]nonane solution a controlled substance?
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The provided data does not indicate that 9-Borabicyclo[3.3.1]nonane solution is a controlled substance.
How is 9-Borabicyclo[3.3.1]nonane solution packed and shipped?
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9-Borabicyclo[3.3.1]nonane solution is packed and shipped according to UN 3399, Class 4.3, Packing Group I regulations. TSS ensures compliant packaging and documentation for domestic and international export.
How can I request a quote or sample?
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To request a quote or sample of 9-Borabicyclo[3.3.1]nonane solution, please contact our sales team via the website or by phone, providing your specific requirements and shipping details.
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