Tetramethylpiperidine
2,2,6,6-Tetramethylpiperidine (TMP, CAS 768-66-1), min. 99.0%, supplied wholesale by Zyntex. Hindered amine for LiTMP bases, TEMPO oxidation catalysts and light stabilizer chemistry. CoA and SDS with every lot.
Description
2,2,6,6-Tetramethylpiperidine Product Overview
2,2,6,6-Tetramethylpiperidine (C9H19N) is a colorless to light yellow liquid that boils at about 152°C. Four methyl groups surround its nitrogen atom, which makes it a strong but very hindered base that hardly reacts as a nucleophile.
Chemists deprotonate it with butyllithium to form lithium tetramethylpiperidide (LiTMP), one of the strongest non-nucleophilic bases, used for selective metalation in pharmaceutical and fine chemical synthesis. Oxidation gives TEMPO, a stable radical used as a catalyst for selective oxidation of alcohols and as a polymerization mediator. The tetramethylpiperidine structure is also the core of hindered amine light stabilizers (HALS) for plastics and coatings.
For other strong bases and amines, see Lithium Amide and Dimethylamine.
Key Applications of 2,2,6,6-Tetramethylpiperidine
Main application areas:
🧪 Hindered Bases
Precursor for LiTMP and other non-nucleophilic bases.
⚗️ TEMPO Chemistry
Raw material for TEMPO oxidation catalysts.
🏭 Light Stabilizers
Building block related to HALS chemistry.
💊 Pharmaceutical Synthesis
Base for selective metalation reactions.
2,2,6,6-Tetramethylpiperidine Technical Specifications
| Parameter | Standard Value |
|---|---|
| Product Name | 2,2,6,6-Tetramethylpiperidine |
| CAS Number | 768-66-1 |
| EC Number | 212-199-9 |
| Molecular Formula / Weight | C9H19N / 141.26 g/mol |
| Assay / Purity | Min 99.0% |
| Appearance | Colorless to light yellow liquid |
| Documents | CoA and SDS with every lot |
⚠️ Safety & Handling: Flammable liquid and vapor; harmful if swallowed; causes severe skin burns and eye damage. Keep away from ignition sources, work with good ventilation, and wear chemical-resistant gloves and face protection. Store in tightly closed containers under dry conditions, away from acids and oxidizers. Always consult the Safety Data Sheet (SDS) for full classification and handling instructions.
Frequently Asked Questions
Why is TMP called a non-nucleophilic base?
Its nitrogen is shielded by four methyl groups, so it removes protons easily but rarely attacks carbon atoms, which gives cleaner reactions.
What is TEMPO and how is it made?
TEMPO is a stable nitroxyl radical made by oxidizing 2,2,6,6-tetramethylpiperidine. It catalyzes selective oxidation of alcohols.
How can I get a price and documents?
Prices depend on quantity, packaging and destination. Contact us with your required volume to receive a quotation together with the CoA and SDS.
