6- tert -Butylazulene

Structural formula
General
Surname	6- tert -Butylazulene
Molecular formula	C 14 H 16
Brief description	purple-blue crystals
External identifiers / databases
CAS number 114622-49-0 Wikidata Q245520
properties
Molar mass	184.28 g mol −1
Physical state	firmly
Melting point	98-99 ° C
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The 6- tert -Butylazulen is a derivative of the azulene .

It was first produced by Thomas Pesel in 1996 from 4- tert- butylpyridine via the Ziegler - Hafner synthesis. The starting material is dissolved in 2,4-dinitrochlorobenzene and treated with dimethylamine . This is followed by reaction with cyclopentadiene and the equivalent amount of sodium .

According to the literature, the chosen reaction path should actually form the 4- tert- butyllazulene, whereby the steric hindrance caused by the tert-butyl group with the five-membered ring of the azulene system should make the formation more difficult. With the analytical methods available at the end of the 1990s, such as two-dimensional NMR spectroscopy , a more than 30 year old error could be cleared up.

Individual evidence

1. ↑ ^{a b c} Klaus Hafner, Claus Bernhard, Reinhold Müller (1961): On the knowledge of the azulene . Justus Liebig's Annals of Chemistry . 650, 35–41, doi : 10.1002 / jlac.19616500104 (also other chapters).
2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
3. ↑ Thomas Pesel: Representation of azulene carboxylic acid esters and azulenthiocarboxylic acid esters as well as EPR spectroscopic investigation of their radical anions . Dissertation, Univ. Hamburg 1996.