2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane
2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (CAS: 331465-71-5) is an organic compound with the molecular formula C18H39N4P and a molecular weight of 342.50 g/mol. This phosphatrane derivative functions as a key ligand in various catalytic organic synthesis reactions, including cross-coupling and arylation processes, facilitating efficient bond formation.
- IUPAC
- Triisobutylphosphatrane
- Synonyms
- 5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, C18H39N4P, Triisobutylphosphatrane
![2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane (C18H39N4P) — chemical structure, CAS 331465-71-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F331465-71-5.png&w=3840&q=75)
Ligand in Catalysis
This compound serves as a specialized phosphine ligand. It is particularly effective in promoting the alpha-arylation of nitriles using aryl bromides and chlorides.
Stille Cross-Coupling
The phosphatrane is utilised in Stille cross-coupling reactions. It shows efficacy in coupling reactions involving aryl chlorides, a challenging substrate class.
Synthetic Reagent
As a synthetic reagent, it aids in the formation of carbon-carbon bonds. Its unique structure contributes to the regioselectivity and efficiency of organic transformations.
| Molecular weight | 342.50 |
|---|---|
| Empirical formula | C18H39N4P |
| Assay | 97% |
| Density | 0.964 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.5020(lit.) |
| Concentration | 0.5 M in diethyl ether |
| Application | Ligand used in the α-arylation of nitriles with aryl bromides and chlorides,1,2 and in the Stille cross-coupling of aryl chlorides.3 |
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| Flash point | 68 °C / 154.4 °F |
| Transport (UN / ADR) | NA 1993 / PGIII |
| 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 2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane used for?
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This compound is primarily used as a ligand in catalytic organic synthesis, specifically for the alpha-arylation of nitriles and in Stille cross-coupling reactions involving aryl chlorides.
What is the CAS number and molecular formula?
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The CAS number is 331465-71-5, and the molecular formula is C18H39N4P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at a minimum purity of 97%. This is a research-grade chemical and is not represented as USP, BP, EP, or pharmaceutical grade.
How should 2,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane be handled?
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Handle with appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator. Refer to the safety data sheet for detailed handling instructions and hazard information, particularly regarding its flammability (Flash Point: 68 °C).
Is this product shipped internationally?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including this compound.
How can I request a sample or quote?
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Please contact our sales team directly through our website or by phone to request a sample or a quotation for this product.
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