Quinuclidine is an

organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...

and a

bicyclic In chemistry, a bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all ...

amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen Hydrogen is the chemical element wi ...

and used as a

catalyst Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recyc ...

and a chemical building block. It is a strong base with p''K''_a of the

conjugate acid A conjugate acid, within the Brønsted–Lowry acid–base theory, is a chemical compound formed when an acid donates a proton () to a base—in other words, it is a base with a hydrogen ion added to it, as in the reverse reaction it loses a ...

of 11.0.{{cite journal , title=Azatriquinanes: Synthesis, Structure, and Reactivity , author1=Hext, N. M. , author2=Hansen, J. , author3=Blake, A. J. , author4=Hibbs, D. E. , author5=Hursthouse, M. B. , author6=Shishkin, O. V. , author7=Mascal, M. , journal=J. Org. Chem. , year=1998 , volume=63 , issue=17 , pages=6016–6020 , doi=10.1021/jo980788s , pmid=11672206 It can be prepared by reduction of

quinuclidone Quinuclidones are a class of bicyclic organic compounds with chemical formula C7H11NO with two structural isomers for the base skeleton 3-quinuclidone and 2-quinuclidone. 3-Quinuclidone (1-azabicyclo .2.2ctan-3-one) is an uneventful molecule th ...

. In alkane solvents quinuclidine is a Lewis base that forms adducts with a variety of Lewis acids. The compound is structurally related to

DABCO DABCO (1,4-diazabicyclo .2.2ctane), also known as triethylenediamine or TEDA, is a bicyclic organic compound with the formula N2(C2H4)3. This colorless solid is a highly nucleophilic tertiary amine base, which is used as a catalyst and reagen ...

, in which the other bridgehead is also nitrogen, and to

tropane Tropane is a nitrogenous bicyclic organic compound. It is mainly known for the other alkaloids derived from it, which include atropine and cocaine, among others. Tropane alkaloids occur in plants of the families Erythroxylaceae (including coca) ...

, which has a slightly different carbon frame. Quinuclidine is found as a structural component of some biomolecules including

quinine Quinine is a medication used to treat malaria and babesiosis. This includes the treatment of malaria due to '' Plasmodium falciparum'' that is resistant to chloroquine when artesunate is not available. While sometimes used for nocturnal le ...

References