| Identification | More | [Name]
QUINUCLIDINE | [CAS]
100-76-5 | [Synonyms]
1,4-ETHYLENEPIPERIDINE
1-AZABICYCLO[2.2.2]OCTANE
QUINUCLIDINE
1,4-ethanopiperidine
1,4-ethylidinepiperidine
1-Azabicyclo[2.2.2]octan
4-Azabicyclo[2.2.2]octane
Chinuclidin | [EINECS(EC#)]
202-887-1 | [Molecular Formula]
C7H13N | [MDL Number]
MFCD00006690 | [Molecular Weight]
111.18 | [MOL File]
100-76-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
157-160 °C (lit.) | [Boiling point ]
198.35°C (rough estimate) | [density ]
0.8928 (rough estimate) | [vapor pressure ]
1.5 mm Hg ( 20 °C)
| [refractive index ]
1.4500 (estimate) | [storage temp. ]
2-8°C, stored under nitrogen | [solubility ]
H2O: very slightly soluble | [form ]
powder to crystal | [pka]
10.87±0.33(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
Soluble in alcohol, diethyl ether, water and organic solvents. | [Sensitive ]
Air Sensitive | [Merck ]
13,8173 | [BRN ]
103111 | [InChI]
1S/C7H13N/c1-4-8-5-2-7(1)3-6-8/h7H,1-6H2 | [InChIKey]
SBYHFKPVCBCYGV-UHFFFAOYSA-N | [SMILES]
C1CN2CCC1CC2 | [CAS DataBase Reference]
100-76-5(CAS DataBase Reference) | [EPA Substance Registry System]
1-Azabicyclo[2.2.2]octane (100-76-5) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R24/25:Toxic in contact with skin and if swallowed .
R38:Irritating to the skin.
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2811 6.1/PG 2
| [WGK Germany ]
3
| [RTECS ]
CL5594625
| [F ]
2-10 | [TSCA ]
Yes | [HS Code ]
2933.39.9200 | [HazardClass ]
8 | [PackingGroup ]
III | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Dermal
Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Hazard]
A poison by ingestion and skin contact.
Low toxicity by inhalation. A moderate skin and
severe eye irritant.
| [Chemical Properties]
Quinuclidine is white to light yellow crystalline powder at room temperature and pressure, soluble in most organic solvents, relatively poor solubility in water. The quinuclidine ring molecule contains a lone pair of electrons that can form hydrogen bonds. This gives the quinuclidine ring molecule some hydrogen bond acceptor and donor properties, allowing it to form hydrogen bonding interactions with other molecules. In addition, the compound molecule contains a lone pair of electrons that can accept protons to produce the corresponding ionic form. Under weakly acidic conditions, the quinuclidine ring can be protonated to form positively charged ions. | [Uses]
Quinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. It is employed to prepare quinine and alkaloids. It finds application as a ligand, which is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity. | [Definition]
ChEBI: Quinuclidine is a saturated organic heterobicyclic parent and a member of quinuclidines. | [Purification Methods]
Crystallise it from diethyl ether. The hydrochloride has m 364-365o(dec) (from EtOH or n-BuOH), and the picrate has m 225o (from aqueous EtOH). [Beilstein 20 H 144, 20 II 71, 20 III/IV 1966, 20/4 V 335.] |
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