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472549

Sigma-Aldrich

(2R,5R)-(+)-5-Vinyl-2-quinuclidinemethanol

96%

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About This Item

Empirical Formula (Hill Notation):
C10H17NO
Molecular Weight:
167.25
MDL number:
MFCD01321270
UNSPSC Code:
12352005
PubChem Substance ID:
24870808
NACRES:
NA.22

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

SMILES string

OC[C@H]1CC2CCN1C[C@@H]2C=C

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

InChI key

GAFZBOMPQVRGKU-IVZWLZJFSA-N

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,[1] and chiral ligands in asymmetric synthesis.[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.0 °F - closed cup

flash_point_c

112.8 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
STBK3825
STBD1570V
S73960
06122EI
05107ER

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Ojima, I., ed.
Catalytic Asymmetric Synthesis (1993)
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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