3036. 2,6-Di-tert-butylpyridine

Nomenclature

CAS number: 585-48-8
2,6-Bis(1,1-dimethylethyl)pyridine.
C13H21N; mol wt 191.31.
C 81.62%, H 11.06%, N 7.32%.

Description and references

Prepd by reacting tert-butyllithium with 2-tert-butylpyridine: Brown, Kanner, J. Am. Chem. Soc. 75, 3865 (1953); US 2780626 (1957 to Research Corp.).

Chemical structure

Properties

Liquid, mp 2.2°. bp23 100-101°. nD20 1.5733. pKa 3.58. The base neutralizes HCl but does not react with alkyl halides or boron trifluoride. Undergoes nuclear sulfonation with sulfur trioxide forming a sulfonic acid, C13H21NSO3, mp 310° (decompn).

Derivative

Chloroaurate.
C13H22NAuCl4; mol wt 531.10.
C 29.40%, H 4.18%, N 2.64%, Au 37.09%, Cl 26.70%.

Properties

mp 184.2-184.5°.

Use

Has been proposed as an additive for lubricating oil, gasoline and for stabilizing Cl-containing polymers.