735353

Lithium 2,2,6,6-tetramethylpiperidide

95%

• Synonym(s): 2,2,6,6-Tetramethylpiperidine lithium salt (1:1), LTMP
• Empirical Formula (Hill Notation): C₉H₁₈LiN
• CAS Number: 38227-87-1
• Molecular Weight: 147.19
• MDL number: MFCD00015910
• UNSPSC Code: 12352005
• PubChem Substance ID: 329764934
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• SMILES string: [Li]N1C(C)(C)CCCC1(C)C
• InChI: 1S/C9H18N.Li/c1-8(2)6-5-7-9(3,4)10-8;/h5-7H2,1-4H3;/q-1;+1
• InChI key: ANYSGBYRTLOUPO-UHFFFAOYSA-N

Description

Application

Lithium 2,2,6,6-tetramethylpiperidide is a strong base and can be used:

• For the synthesis of enamines from terminal epoxides through trans-α-lithiated epoxide as an intermediate.
• For ortholithiation of arenes such as 1,3-bis(trifluoromethyl)benzene, 4,4-dimethyl-2-phenyl-2-oxazoline, 1,4-bis(trifluoromethyl)benzene and 1,3-dimethoxybenzene.
• In combination with Lewis donor ligand, N,N,N′,N′-tetramethylethylenediamine (TMEDA) for deprotonative metalation of methoxy-substituted arenes.{21]

Safety Information

• Pictograms: GHS02,GHS05
• Signal Word: Danger
• Hazard Statements: H261,H314
• Precautionary Statements: P231 + P232 - P280 - P305 + P351 + P338 - P310 - P422
• Hazard Classifications: Skin Corr. 1B - Water-react 2
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable