472549
(2R,5R)-(+)-5-Vinyl-2-quinuclidinemethanol
96%
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About This Item
Empirical Formula (Hill Notation):
C10H17NO
Molecular Weight:
167.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C10H17NO/c1-2-8-6-11-4-3-9(8)5-10(11)7-12/h2,8-10,12H,1,3-7H2/t8-,9+,10+/m0/s1
SMILES string
OC[C@H]1CC2CCN1C[C@@H]2C=C
InChI key
GAFZBOMPQVRGKU-IVZWLZJFSA-N
assay
96%
optical activity
[α]20/D +189°, c = 1 in methanol
refractive index
n20/D 1.515 (lit.)
bp
267 °C (lit.)
density
1.073 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Application
Valuable building block for medicinal chemistry. The skeleton of this compound is identical to the framework of cinchona alkaloids. Possible applications include resolving agents, chiral stationary phases, and chiral ligands in asymmetric synthesis.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.0 °F - closed cup
flash_point_c
112.8 °C - closed cup
Regulatory Information
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Ojima, I., ed.
Catalytic Asymmetric Synthesis (1993)
Resolution and adrenergic activities of the optical isomers of 4-[1-(1-naphthyl)ethyl]-1H-imidazole.
S S Hong et al.
Chirality, 4(7), 432-438 (1992-01-01)
Recently we synthesized a naphthalene analog of medetomidine, 4-[1-(1-naphthyl)ethyl]-1H-imidazole hydrochloride (1), and found it to be highly potent in adrenergic systems. The separation of optical isomers of this naphthalene analog was achieved by using the isomers of tartaric acid. The
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