55065
5-Quinolinol
purum, ≥97.0% (NT)
Synonym(s):
5-Hydroxyquinoline
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About This Item
Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
Molecular Weight:
145.16
EC Number:
209-428-4
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
114514
MDL number:
grade
purum
assay
≥97.0% (NT)
mp
223-226 °C (lit.)
SMILES string
Oc1cccc2ncccc12
InChI
1S/C9H7NO/c11-9-5-1-4-8-7(9)3-2-6-10-8/h1-6,11H
InChI key
GYESAYHWISMZOK-UHFFFAOYSA-N
General description
5-Quinolinol can be prepared from 5-nitroquinoline by reduction followed by a reverse Bucherer reaction.
Application
5-Quinolinol may be used in the preparation of naphtho[2,3-d]furo[2,3-f]quinoline-7,12-dione by reacting with 2,3-dichloro-1,4-naphthoquinone in the presence of pyridine. It may also be used in the preparation of 5-methoxyquinoline.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Heterocyclic Quinones from 2,3-Dichloro-1,4-naphthoquinone.
Sartori MF.
Chemical Reviews, 63(3), 279-296 (1963)
Studies in the Quinoline Series. IV. The Preparation of Some 5-Amino-8-(?-dialkylaminoalkylamino)-quinolines1.
Campbell KN, et al.
Journal of the American Chemical Society, 68(8), 1559-1562 (1946)
Synthesis and in vivo evaluation of 5-methoxy-2-(phenylethynyl) quinoline (MPEQ) and [11C] MPEQ targeting metabotropic glutamate receptor 5 (mGluR5).
Kim JY, et al.
Bull. Korean Chem. Soc., 35(8), 2304-2310 (2014)
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