2,6-Diisopropylaniline
2,6-Diisopropylaniline (CAS 24544-04-5) is an organic compound with the molecular formula C12H19N and a molar mass of 177.29 g/mol. This sterically hindered aromatic amine serves as a valuable building block in organic synthesis. It is primarily utilised in the preparation of N-heterocyclic carbene complexes, which are instrumental in various catalytic processes such as alpha-arylation of ketones, amination of haloarenes, and aqueous Suzuki coupling reactions.
- Synonyms
- 2,6-Bis(1-methylethyl)benzenamine2,6-Di(propan-2-yl)aniline
![2,6-Diisopropylaniline ([(CH3)2CH]2C6H3NH2) — chemical structure, CAS 24544-04-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F24544-04-5.png&w=3840&q=75)
Precursor for N-Heterocyclic Carbene Complexes
2,6-Diisopropylaniline is a key intermediate in synthesising N-heterocyclic carbene (NHC) ligands. These ligands are crucial in modern organometallic chemistry, particularly for stabilising transition metal catalysts.
Catalysis in Organic Synthesis
NHC complexes derived from 2,6-diisopropylaniline are employed in catalysing important organic transformations. These include the alpha-arylation of acyclic ketones and the amination of haloarenes, facilitating complex molecule construction.
Aqueous Suzuki Coupling
This aniline derivative contributes to the development of catalytic systems for aqueous Suzuki coupling reactions. This application is significant for greener chemical synthesis, enabling reactions in water as a solvent.
| Molecular weight | 177.29 |
|---|---|
| Linear formula | [(CH3)2CH]2C6H3NH2 |
| Assay | 97% |
| Boiling point | 257 °C(lit.) |
| Density | 0.94 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.532(lit.) |
| Vapour pressure | <0.01 mmHg (20 °C) |
| Melting point | −45 °C(lit.) |
| Application | Used to prepare N-heterocyclic carbene complexes for α-arylation of acyclic ketones,1 amination of haloarenes,1 and aqueous Suzuki coupling.2 |
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | 117 °C / 242.6 °F |
| Water hazard class (WGK, DE) | 2 |
| Risk statements (R) | 52/53 |
| Safety statements (S) | 61 |
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 2,6-Diisopropylaniline used for?
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2,6-Diisopropylaniline is used as a precursor for N-heterocyclic carbene complexes, which find applications in the alpha-arylation of acyclic ketones, amination of haloarenes, and aqueous Suzuki coupling reactions.
What is the CAS number and formula for 2,6-Diisopropylaniline?
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The CAS number for 2,6-Diisopropylaniline is 24544-04-5, and its linear formula is [(CH3)2CH]2C6H3NH2.
What grade and purity does Tech Serve Solutions supply for 2,6-Diisopropylaniline?
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Tech Serve Solutions supplies 2,6-Diisopropylaniline with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety considerations when handling 2,6-Diisopropylaniline?
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2,6-Diisopropylaniline is harmful if swallowed and may cause long-term adverse effects in the aquatic environment. It requires the use of eyeshields and gloves for safe handling. Refer to the safety data sheet for comprehensive information.
How is 2,6-Diisopropylaniline packed, shipped, and exported?
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2,6-Diisopropylaniline is available in various pack sizes suitable for laboratory and industrial needs. Tech Serve Solutions is experienced in exporting chemicals globally, adhering to all relevant shipping regulations.
How can I request a quote or sample of 2,6-Diisopropylaniline?
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To request a quote or a sample of 2,6-Diisopropylaniline, please contact our sales team through the website or via the provided contact details.
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