38227-84-8

Upstream product

• 881-42-5 diphenylmethyllithium 
• 766-17-6 (2R,6S)-2,6-dimethylpiperidine 
• 4111-54-0 lithium diisopropyl amide 

Downstream Products

• 108-67-8 1,3,5-trimethyl-benzene 
• 93948-24-4 2,6-Dimethyl-1-(naphth-2-yl-methyl)-piperidin 
• 91-57-6 2-Methylnaphthalene 
• 766-17-6 (2R,6S)-2,6-dimethylpiperidine 
• 4111-54-0 lithium diisopropyl amide 
• 17037-71-7 N-benzoyl-cis-2,6-dimethylpiperidine 

Relevant academic research and scientific papers

LITHIUM DIALKYLAMIDES. 13C PARAMETERS AND SLOW PROTON TRANSFER

The changes in 13C chemical shifts for the structural change R2NH -> R2N-Li have been measured for a series of dialkylamines.These lithiation shifts are largest at the alpha carbon (3.7-9.7 ppm) and decrease in the order α > β > χ > δ.The rates of lithium-hydrogen interchange between R2NH and R'2N-Li have been determined.The activation energies are large (9 - 17 kcal/mole) and increase as the size of R or R' increases.The slow exchange permits the direct measurement of acidity differences between pairs of amines using 13C nmr.

BESTIMMUNG DER IONENPAAR-BASIZITAT VON LITHIUM- UND KALIUMAMIDEN

Ion pair basicities of lithio and potassio salts of some secondary amines were determined by equilibration with benzyl compounds.With these bases it is possible to span a range of about 19 pK-units from pK = 27 up to 46.The structural dependence of thermodynamic as well as kinetic basicity is discussed.Some new effective amide bases for preparative purposes are recommended.For the first time the pK-value of toluene has been determined by direct equilibration.It amounts to 40.7 in tetrahydrofuran.