2,6-Di-''tert''-butylpyridine is an organic compound with the formula (Me₃C)₂C₅H₃N. This colourless, oily liquid is derived from pyridine by replacement of the two H atoms with tert-butyl groups. It is a

hindered Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is a rise in the energy of the molecule. Steric effects are nonbonding interactions that influence the shape ( conformation) and reactivity of ions ...

base. For example, it can be protonated, but it does not form an adduct with

boron trifluoride Boron trifluoride is the inorganic compound with the formula BF3. This pungent, colourless, and toxic gas forms white fumes in moist air. It is a useful Lewis acid and a versatile building block for other boron compounds. Structure and bondin ...

Preparation

2,6-Di-''tert''-butylpyridine is prepared by the reaction of tert-butyllithium with pyridine. The synthesis is reminiscent of the

Chichibabin reaction The Chichibabin reaction (pronounced ' (chē')-chē-bā-bēn) is a method for producing 2-aminopyridine derivatives by the reaction of pyridine with sodium amide. It was reported by Aleksei Chichibabin in 1914. The following is the overall form of ...

. Some related bulky pyridine compounds have been described, including 2,4,6-tri-t-butylpyridine. and 2,6-di-tert-butyl-4-methylpyridine.Alexandru T. Balaban "2,6-Di-tert-butyl-4-methylpyridine (DTBMP)" Encyclopedia of Reagents for Organic Synthesis 2004.

References

{{DEFAULTSORT:Di-tert-butylpyridine, 2,6- Pyridines Reagents for organic chemistry Non-nucleophilic bases Tert-butyl compounds

Preparation

See also

References