Quinuclidine

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Structural formula
Structural formula of quinuclidine
General
Surname Quinuclidine
other names
  • 1-Azabicyclo [2.2.2] octane ( IUPAC )
  • ABCO
Molecular formula C 7 H 13 N
Brief description

colorless solid

External identifiers / databases
CAS number 100-76-5
EC number 202-887-1
ECHA InfoCard 100.002.625
PubChem 7527
ChemSpider 7246
Wikidata Q1864086
properties
Molar mass 111.18 g mol −1
Physical state

firmly

density

1.1334 g cm −3 (48 ° C)

Melting point

158-160 ° C

Vapor pressure

1.5 mmHg (20 ° C)

safety instructions
GHS labeling of hazardous substances
05 - Corrosive 06 - Toxic or very toxic

danger

H and P phrases H: 301-310-315-318
P: 262-280-301 + 310 + 330-302 + 350-305 + 351 + 338 + 310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Quinuclidine is a bicyclic, tertiary amine . It is structurally similar to DABCO , which also has a nitrogen atom on the second bridgehead.

Occurrence

Quinuclidine occurs in both quinine and quinidine , as well as in other quinoline alkaloids .

use

Quinuclidine, which is immobilized on an ionic liquid , can be used as a catalyst for a Baylis-Hillman reaction .

Individual evidence

  1. a b c Entry on quinuclidine. In: Römpp Online . Georg Thieme Verlag, accessed on February 26, 2020.
  2. a b c data sheet Quinuclidine from Sigma-Aldrich , accessed on February 26, 2020 ( PDF ).
  3. Xueling Mi, Sanzhong Luo, Jin-Pei Cheng: Ionic Liquid-Immobilized Quinuclidine-Catalyzed Morita - Baylis - Hillman Reactions . In: The Journal of Organic Chemistry . tape 70 , no. 6 , March 2005, p. 2338-2341 , doi : 10.1021 / jo048391d .