2,6-Di-tert-butylpyridine

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2,6-Di-tert-butylpyridine
Names
Preferred IUPAC name
2,6-Di-tert-butylpyridine
Other names
Dibutylpyridine
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.008.690 Edit this at Wikidata
UNII
  • InChI=1S/C13H21N/c1-12(2,3)10-8-7-9-11(14-10)13(4,5)6/h7-9H,1-6H3 checkY
    Key: UWKQJZCTQGMHKD-UHFFFAOYSA-N checkY
  • InChI=1/C13H21N/c1-12(2,3)10-8-7-9-11(14-10)13(4,5)6/h7-9H,1-6H3
    Key: UWKQJZCTQGMHKD-UHFFFAOYAA
  • n1c(cccc1C(C)(C)C)C(C)(C)C
Properties
C13H21N
Molar mass 191.3125
Appearance colourless liquid
Density 0.885 g/cm3
Hazards
Flash point 72.2 °C (162.0 °F; 345.3 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2,6-Di-tert-butylpyridine is an

tert-butyl groups. It is a hindered base.[1] For example, it can be protonated, but it does not form an adduct with boron trifluoride
.

Preparation

2,6-Di-tert-butylpyridine is prepared by the reaction of

tert-butyllithium with pyridine.[2] The synthesis is reminiscent of the Chichibabin reaction
.

Some related bulky pyridine compounds have been described, including 2,4,6-tri-t-butylpyridine[3] and 2,6-di-tert-butyl-4-methylpyridine.[4]

See also

References

  1. doi:10.1002/047084289X.rd068.pub2
  2. doi:10.1021/jo00946a013
  3. doi:10.1002/047084289X.rn00512
  4. doi:10.1002/047084289X.rn00509
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