Tributylborane
Tributylborane (CAS 122-56-5, [CH3(CH2)3]3B) is a pyrophoric organoboron compound with a molecular weight of 182.15 g/mol. Supplied by TSS as a 1.0 M solution in THF, it serves as a versatile reagent in organic synthesis. Its applications include participation in addition reactions, multicomponent reactions for heterocycle synthesis, and cross-coupling reactions, making it valuable for researchers in pharmaceutical and chemical development.
- IUPAC
- TBB,Tributylboron
- Synonyms
- TributylboronTri-n-butylborane
![Tributylborane ([CH3(CH2)3]3B) — chemical structure, CAS 122-56-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F122-56-5.png&w=3840&q=75)
Synthesis of Phenyltrialkylborate Salts
Tributylborane acts as a reactant in addition reactions, facilitating the synthesis of phenyltrialkylborate salts. This application is crucial for creating specific organoboron intermediates.
Heterocycle Generation
It is employed in boron-based multicomponent reactions to generate substituted aziridines, oxazolidines, and pyrrolidines. These reactions offer efficient routes to valuable heterocyclic compounds.
Suzuki-Miyaura Cross-Coupling
Tributylborane is utilised in Suzuki-Miyaura cross-coupling reactions involving halopurines. This process is key for synthesising adenosine A2A receptor antagonists.
Multicomponent C-Alkylation
This reagent participates in multicomponent C-alkylation reactions with aromatic aldimines, providing a method for constructing complex molecular architectures.
One-Pot Alkylation-Boration
It enables one-pot alkylation-boration sequences followed by electrophilic substitution, streamlining synthetic pathways.
| Molecular weight | 182.15 |
|---|---|
| Linear formula | [CH3(CH2)3]3B |
| Boiling point | 109 °C/20 mmHg(lit.) |
| Density | 0.747 g/mL at 25 °C(lit.) |
| Concentration | 1.0 M in THF |
| Application | Reactant for: • Addition reactions for synthesis of phenyltrialkylborate salts1• Boron-based multicomponent reactions for generation of substituted aziridines, oxazolidines, and pyrrolidines2• Suzuki-Miyaura cross coupling of halopurines with trialkylboranes for the synthesis of adenosine A2A receptor antagonists3• Multicomponent C-alkylation reactions with aromatic aldimines4• One-pot alkylation-boration and electrophilic substitution5 |
Hazard statements
- H250Catches fire spontaneously if exposed to air
- H302Harmful if swallowed
- H314Causes severe skin burns and eye damage
Precautionary statements
- P222Do not allow contact with air
- P231Handle under inert gas
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
- P422
| Protective equipment | Eyeshields, Faceshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| Transport (UN / ADR) | UN 2845 4.2 |
| Water hazard class (WGK, DE) | 1 |
| Hazard codes (EU) | F,C |
| Risk statements (R) | 17-34 |
| Safety statements (S) | 7-23-26-36/37/39-43-45 |
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 Tributylborane used for?
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Tributylborane is used as a reactant in various organic synthesis applications, including addition reactions for borate salt synthesis, multicomponent reactions for heterocycle generation, Suzuki-Miyaura cross-coupling, and C-alkylation reactions.
What are the CAS number and formula for Tributylborane?
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The CAS number for Tributylborane is 122-56-5, and its formula is [CH3(CH2)3]3B.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Tributylborane as a 1.0 M solution in THF. We do not claim USP, BP, or EP grade unless explicitly stated in the product data; this product is intended for research and laboratory use.
How should Tributylborane be handled safely?
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Tributylborane is pyrophoric (H250), harmful if swallowed (H302), and causes severe skin burns and eye damage (H314). Handle with extreme caution in an inert atmosphere, wearing appropriate personal protective equipment including eyeshields, face shields, gloves, and respiratory protection. Consult the Safety Data Sheet before use.
How is Tributylborane packed and shipped?
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Tributylborane is classified as UN 2845, Hazard Class 4.2, and is shipped according to strict regulations for pyrophoric materials. Specific packaging details are available upon request.
How can I request a sample or quote for Tributylborane?
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To request a sample or a quote for Tributylborane, please contact our sales team via the website or direct email, providing your details and desired quantity.
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