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253340 Sigma-Aldrich

3-Quinuclidinol

99%

Synonym: 1-Azabicyclo[2.2.2]octan-3-ol, 3-Hydroxyquinuclidine

  • CAS Number 1619-34-7

  • Empirical Formula (Hill Notation) C7H13NO

  • Molecular Weight 127.18

  •  Beilstein/REAXYS Number 80122

  •  EC Number 216-578-4

  •  MDL number MFCD00151326

  •  PubChem Substance ID 24855306

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Quinuclidines
Quality Level   100
assay   99%
mp   220-223 °C (lit.)
SMILES string   OC1CN2CC[C@H]1CC2
InChI   1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2
InChI key   IVLICPVPXWEGCA-UHFFFAOYSA-N

Description

General description

(R)-3-Quinuclidinol is a valuable compound for the production of various pharmaceuticals.

Application

3-Quinuclidinol has been used:
• as chiral building block for many antimuscarinic agents
• in chemoselective α−iodination of various simple and multi-functionalised acrylic esters via Morita-Baylis-Hillman protocol
• as reagent for cleavage of β-keto and vinylogous β-keto esters
• as synthon for the preparation of cholinergic receptor ligands and anesthetics
• as catalyst for condensation of methyl vinyl ketone with aldehydes

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3263 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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