Lithium 2,2,6,6-tetramethylpiperidide
Lithium 2,2,6,6-tetramethylpiperidide (CAS 38227-87-1), with the molecular formula C9H18LiN and a molecular weight of 147.19 g/mol, is a strong, non-nucleophilic organic base. It is widely employed as a reagent in organic synthesis, particularly for deprotonation reactions where selective removal of protons is required. Its bulky nature minimises nucleophilic side reactions, making it a valuable tool in complex chemical transformations.
- IUPAC
- 2,2,6,6-Tetramethylpiperidine lithium salt (1:1),LTMP
- Synonyms
- 6-tetramethylpiperidide38227-87-1C9H18LiNLithium tetramethylpiperidideLTMP
Deprotonation Reagent
Lithium 2,2,6,6-tetramethylpiperidide serves as a highly effective base for the deprotonation of various substrates, including carbonyl compounds and active methylene groups. Its steric hindrance prevents it from acting as a nucleophile, enabling selective enolate formation.
Organic Synthesis
This compound is instrumental in a variety of organic synthesis pathways. It facilitates reactions such as alkylations, aldol condensations, and Michael additions by generating reactive enolates under controlled conditions.
Metal Amide Chemistry
As a lithium amide, it participates in the synthesis of organometallic compounds and can be used in reactions requiring strong, sterically hindered bases to control regioselectivity and reactivity.
| Molecular weight | 147.19 |
|---|---|
| Empirical formula | C9H18LiN |
| Assay | 97% |
Precautionary statements
- P231Handle under inert gas
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
- P422
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 Lithium 2,2,6,6-tetramethylpiperidide used for?
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Lithium 2,2,6,6-tetramethylpiperidide is primarily used as a strong, non-nucleophilic base in organic synthesis for deprotonation reactions, such as selective enolate formation.
What is the CAS number and molecular formula for Lithium 2,2,6,6-tetramethylpiperidide?
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The CAS number is 38227-87-1, and the molecular formula is C9H18LiN.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Lithium 2,2,6,6-tetramethylpiperidide with an assay of 97%. This product is not represented as USP, BP, EP, or any pharmacopoeia grade.
How should Lithium 2,2,6,6-tetramethylpiperidide be handled?
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Handle under inert gas (P231 + P232). Wear protective gloves and eye protection (P280). If in eyes, rinse cautiously with water for several minutes (P305 + P351 + P338). Immediately call a poison centre or doctor (P310). Store contents and container away from all sources of ignition and reactive metal (P422).
How is Lithium 2,2,6,6-tetramethylpiperidide packed and shipped?
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Tech Serve Solutions expertly packs and ships fine chemicals globally, adhering to all international regulations for hazardous material transport. Specific packaging details can be provided upon request.
How can I request a sample or quote for Lithium 2,2,6,6-tetramethylpiperidide?
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To request a sample or a quote, please contact our sales team via the website or by telephone, referencing the product name and CAS number 38227-87-1.
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