Lithium tetramethylpiperidide
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Template:Chembox Lithium tetramethylpiperidide (often abbreviated LiTMP or LTMP) is a chemical compound with the molecular formula Template:Chem2. 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.[1] 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.[2]
See also
References
Template:Reflist Template:Lithium compounds
- ↑ amide primer H. J. Reich 2002
- ↑ Script error: No such module "Citation/CS1".