• Source: Lithium tetramethylpiperidide

Lithium tetramethylpiperidide (often abbreviated LiTMP or LTMP) is a chemical compound with the molecular formula LiC9H18N. It is used as a non-nucleophilic base, being comparable to LiHMDS in terms of steric hindrance.




Synthesis


It is synthesised by the deprotonation of 2,2,6,6-tetramethylpiperidine with n-butyllithium at −78 °C. Recent reports show that this reaction can also be performed 0 °C. The compound is stable in a THF/ethylbenzene solvent mixture and is commercially available as such.




Structure


Like many lithium reagents it has a tendency to aggregate, forming a tetramer in the solid state.




See also


Lithium diisopropylamide
Lithium amide




References

Kata Kunci Pencarian:

• 2,2,6,6-Tetrametilpiperidina
• Lithium tetramethylpiperidide
• Lithium amide
• 2,2,6,6-Tetramethylpiperidine
• Non-nucleophilic base
• Lithium diisopropylamide
• Lithium bis(trimethylsilyl)amide
• Holton Taxol total synthesis
• Base-promoted epoxide isomerization
• Pnictogen-substituted tetrahedranes
• Chan rearrangement