Structure via PubChem · Public domain (PubChem)
quinuclidine
Sign in to saveAlso known as 1,4-ethanopiperidine, 1,4-ethylenepiperidine, 4-azabicyclo[2.2.2]octane
Quinuclidine is an organic compound with the formula . It is a bicyclic amine that can be viewed as a tied back version of triethylamine. It is a colorless solid. It is used as a reagent (base) and catalyst. It can be prepared by reduction of quinuclidone.
Chemical data
- Formula
- C7H13N
- Molecular weight
- 111.18 g/mol
- IUPAC name
- 1-azabicyclo[2.2.2]octane
- SMILES
- C1CN2CCC1CC2
- InChIKey
- SBYHFKPVCBCYGV-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 111.105
Show 3 more facts
- chemical formula
- C₇H₁₃N
- Commons category
- Quinuclidine
- canonical SMILES
- C1CN2CCC1CC2
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Structure and chemical properties
- Derivatives and analogues
- Isoquinuclidines
- References
Quinuclidine is an organic compound with the formula . It is a bicyclic amine that can be viewed as a tied back version of triethylamine. It is a colorless solid. It is used as a reagent (base) and catalyst. It can be prepared by reduction of quinuclidone.
==Structure and chemical properties== Regarding its structure, quinuclidine is unusual in that the methylene hydrogen atoms are eclipsed within each of the three ethylene linkages. Furthermore, the cyclohexane rings, of which there are three, adopt the boat conformations, not the usual chair conformations.
Excerpted from Wikipedia’s “quinuclidine” article, available under the CC BY-SA 4.0 licence.