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Quinuclidine

Quinuclidine
Skeletal formula of quinuclidine
Ball-and-stick model of quinuclidine
Names
Preferred IUPAC name
1-Azabicyclo[2.2.2]octane
Other names
Quinuclidine
Identifiers
100-76-5 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:38420 YesY
ChEMBL ChEMBL1209648 YesY
ChemSpider 7246 YesY
ECHA InfoCard 100.002.625
PubChem 7527
UNII XFX99FC5VI N
Properties
C7H13N
Molar mass 111.19 g·mol−1
Density 0.97 g/cm3
Melting point 157 to 160 °C (315 to 320 °F; 430 to 433 K)
Boiling point 149.5 °C (301.1 °F; 422.6 K) at 760 mmHg
Acidity (pKa) 12.1 (conjugate acid)
Hazards
Flash point 36.5 °C (97.7 °F; 309.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Quinuclidine is an organic compound and a bicyclic amine and used as a catalyst and a chemical building block. It is a strong base with pKa of the conjugate acid of 11.0. This is due to greater availability of the nitrogen lone pair. It can be prepared by reduction of quinuclidone.

The compound is structurally related to DABCO, in which the other bridgehead is also nitrogen, and to tropane, which has a slightly different carbon frame.

Quinuclidine is found as a structural component of some biomolecules including quinine.


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