Quinuclidine
From Wikipedia, the free encyclopedia
| Quinuclidine | |
|---|---|
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| IUPAC name | 1-Azabicyclo[2.2.2]octane |
| Identifiers | |
| CAS number | [100-76-5] |
| PubChem | |
| 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 |
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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.
