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3-Quinuclidinol

Catalog No. B21503 Name Alfa Aesar
CAS Number 1619-34-7 Website
M. F. C7H13NO Telephone
M. W. 127.18422 Fax
Purity 98+% Email
Storage Chembase ID: 91071

SYNONYMS

Title
3-喹核醇
IUPAC name
1-azabicyclo[2.2.2]octan-3-ol
IUPAC Traditional name
1-azabicyclo 2.2.2 octan-3-ol
Synonyms
1-Azabicyclo[2.2.2]octan-3-ol
3-Hydroxyquinuclidine

DATABASE IDS

EC Number 216-578-4
CAS Number 1619-34-7
Beilstein Number 104327
Merck Index 148082
MDL Number MFCD00151326

PROPERTIES

Purity 98+%
Melting Point 217-224°C
GHS Pictograms GHS05
GHS Hazard statements H314-H318
European Hazard Symbols Corrosive Corrosive (C)
GHS Precautionary statements P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
Risk Statements 34
RTECS VD6191700
Safety Statements 26-36/37/39-45
Storage Warning Air Sensitive
TSCA Listed
Hazard Class 8
UN Number UN3263
Packing Group III

DETAILS

REFERENCES

  • Reagent for selective cleavage of ?-keto esters to ketones in high yield: Synth. Commun., 5, 341 (1975). Geminal diesters are converted to monoesters in high yield under similar conditions: J. Org. Chem., 41, 208 (1976).
  • Superior catalyst for the Baylis-Hillman reaction: the addition of acrylic esters to aldehydes, often very slow (4-7 days) with the usual catalyst 1,4-Diazabicyclo[2.2.2]octane, A14003, is much faster (<1 day) in the presence of quinuclidinol: Synth. Commun., 18, 495 (1988); Tetrahedron Lett., 32, 5611 (1991). For more recent discussion and methodology, see: J. Org. Chem., 67, 510 (2002); 68, 692 (2003). For reviews of the Baylis-Hillman reaction, see: Tetrahedron, 44, 4653 (1988); 52, 8001 (1996). The rate of addition of enones to aldehydes is similarly enhanced: Synth. Commun., 18, 495 (1988); 19, 959 (1989).