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Quinuclidine



Quinuclidine
IUPAC name 1-Azabicyclo[2.2.2]octane
Identifiers
CAS number 100-76-5
PubChem 7527
SMILES C1CN2CCC1CC2
Properties
Molecular formula C7H13N
Molar mass 111.18 g/mol
Melting point

157–160 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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 19.5 ranking it between triethylamine (18.5) and DBN (23.8). This is due to greater availability of the nitrogen lone pair[citation needed]. It can be prepared by reduction of quinuclidone.

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

A biomolecule with the quinuclidine framework is quinine.

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Quinuclidine". A list of authors is available in Wikipedia.
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