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QUINUCLIDINE

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QUINUCLIDINE Basic information

Product Name:
QUINUCLIDINE
Synonyms:
  • 1,4-ethanopiperidine
  • 1,4-ethylidinepiperidine
  • 1-Azabicyclo[2.2.2]octan
  • 4-Azabicyclo[2.2.2]octane
  • Cevimeline, Hydrochloride Salt ((+/-)-cis-2-Methylspiro[1,3-oxathiolane-5,3&rsquo
  • Chinuclidin
  • QUINUCLIDINE
  • 1-AZABICYCLO[2.2.2]OCTANE
CAS:
100-76-5
MF:
C7H13N
MW:
111.18
EINECS:
202-887-1
Mol File:
100-76-5.mol
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QUINUCLIDINE Chemical Properties

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)
solubility 
H2O: very slightly soluble
pka
10.87±0.33(Predicted)
form 
powder to crystal
color 
White to Light yellow
Water Solubility 
Soluble in alcohol, diethyl ether, water and organic solvents.
Sensitive 
Air Sensitive
Merck 
14,8081
BRN 
103111
InChIKey
SBYHFKPVCBCYGV-UHFFFAOYSA-N
CAS DataBase Reference
100-76-5(CAS DataBase Reference)
EPA Substance Registry System
1-Azabicyclo[2.2.2]octane (100-76-5)
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Safety Information

Hazard Codes 
T
Risk Statements 
24/25-38-41
Safety Statements 
26-36/37/39-45
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
CL5594625
2-10
TSCA 
Yes
HS Code 
2933.39.9200
HazardClass 
8
PackingGroup 
III

MSDS

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QUINUCLIDINE Usage And Synthesis

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.

Hazard

A poison by ingestion and skin contact. Low toxicity by inhalation. A moderate skin and severe eye irritant.

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.]

QUINUCLIDINESupplier

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