2,6-di- tert- butylpyridine

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Structural formula
Structural formula of 2,6-di-tert-butylpyridine
General
Surname 2,6-di- tert- butylpyridine
other names
  • Dibutyl pyridine
  • 2,6-bis (1,1-dimethylethyl) pyridine
  • BDMEP
Molecular formula C 13 H 21 N
Brief description

colorless liquid

External identifiers / databases
CAS number 585-48-8
EC number 209-557-6
ECHA InfoCard 100.008.690
PubChem 68510
Wikidata Q4596803
properties
Molar mass 191.31 g mol −1
Physical state

liquid

density

0.852 g cm −3 (25 ° C)

Melting point

2 ° C

boiling point

100–101 ° C (31 hPa )

pK s value

3.58

solubility
Refractive index

1.473 (20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2,6-Di- tert- butylpyridine is an organic compound that belongs to the heterocycles (more precisely: heteroaromatic compounds ). It consists of a pyridine ring with two tert-butyl radicals in the 2- and 6-positions .

Extraction and presentation

2,6-Di- tert- butylpyridine can be obtained by reacting 2,6-di- tert- butylpyrylium perchlorate with ammonium chloride. It can also be obtained by reacting 2- tert -butylpyridine with tert -butyllithium .

properties

2,6-Di- tert- butylpyridine is a colorless liquid. It is a weak base and proton catcher.

use

2,6-Di- tert- butylpyridine is used in research to study the polymerization of isobutylene and for the α- enolization of aldehydes , which lead to 1,4-dicarbonyl systems.

Individual evidence

  1. ↑ a b c d e f g h i j data sheet 2,6-di-tert-butylpyridine, ≥97% from Sigma-Aldrich , accessed on July 28, 2017 ( PDF ).
  2. ^ Advances in Heterocyclic Chemistry . Academic Press, 1988, ISBN 978-0-08-057630-5 , pp. 177 ( limited preview in Google Book search).
  3. ↑ a b Data sheet 2,6-Di-tert-butylpyridine, 97 +% from AlfaAesar, accessed on July 28, 2017 ( PDF )(JavaScript required) .
  4. ^ Pyridine derivatives, especially 2,6-di-tert-butylpyridine, labeled with nitrogen-15 . In: Journal of Labeled Compounds and Radiopharmaceuticals . tape 56 , no. 12 , 2013, p. 637-638 , doi : 10.1002 / jlcr.3071 .
  5. ↑ Herbert C. Brown, Bernard Kanner: Preparation and Reactions of 2,6-Di-t-butylpyridine and Related Hindered Bases. A Case of Steric Hindrance toward the Proton. In: Journal of the American Chemical Society . 88, 1966, pp. 986-992, doi : 10.1021 / ja00957a023 .