8-Hydroxyquinoline-2-carboxaldehyde

Bezeichnung:8-Hydroxyquinoline-2-carboxaldehyde

CAS-Nr14510-06-6

Englisch Name:8-Hydroxyquinoline-2-carboxaldehyde

CBNumberCB1136870

SummenformelC10H7NO2

Molgewicht173.17

MOL-Datei14510-06-6.mol

8-Hydroxyquinoline-2-carboxaldehyde physikalisch-chemischer Eigenschaften

Schmelzpunkt	97-100 °C
Siedepunkt	392.2±22.0 °C(Predicted)
Dichte	1.364±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand	Crystalline Powder
pka	9.27±0.10(Predicted)
Farbe	Yellow
BRN	127519
InChI	InChI=1S/C10H7NO2/c12-6-8-5-4-7-2-1-3-9(13)10(7)11-8/h1-6,13H
InChIKey	SLBPIHCMXPQAIQ-UHFFFAOYSA-N
SMILES	N1C2C(=CC=CC=2O)C=CC=1C=O
CAS Datenbank	14510-06-6

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
HS Code	29339900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

8-Hydroxyquinoline-2-carboxaldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
yellow crystalline powder
Verwenden
8-Hydroxy-2-quinolinecarboxaldehyde (8-hydroxyquinoline-2-carbaldehyde) may be used in the preparation of:
- 8-hydroxy-2-quinoline-1-aminopyrene by Schiff-base reaction with 1-aminopyrene
- (E)-2-((2-(pyridin-2-yl)hydrazono)methyl)quinolin-8-ol by coupling with 2-hydrazinopyridine
- 8-hydroxyquinoline-2-carbaldehyde oxime
- 2-[(8-Hydroxyquinoline)-2-methylaminoethyl]-β-D-glucopyranoside
Definition
ChEBI: 8-hydroxyquinoline-2-carbaldehyde is a hydroxyquinoline.
Allgemeine Beschreibung
8-Hydroxy-2-quinolinecarboxaldehyde can be prepared from 2-methylquinolin-8-ol via oxidation using selenium dioxide.
Synthese

826-81-3

14510-06-6

General procedure for the synthesis of 8-hydroxyquinoline-2-carbaldehyde from 8-hydroxyquinaldine: Preparation of 3,3'-(1E,1'E)-(propane-1,3-diylbis(aza-1-yl-1-ylidene))bis(methyl-1-ylidene-1-ylidene)diquinolin-8-ol (H2PBIQ). A mixture of 8-hydroxy-2-methylquinoline (4 g, 25 mmol), selenium dioxide (3.5 g, 31 mmol), water (3 mL), and 1,4-diethylene glycol (300 mL) was stirred for 24 h at 80 °C under nitrogen protection. After completion of the reaction, the mixture was cooled, filtered and the filtrate evaporated. The resulting solid was purified by silica gel column chromatography (unfolding solvent was petroleum ether: ethyl acetate, 95:5, v/v) to afford pure yellow needle-like crystals of 8-hydroxyquinoline-2-carbaldehyde. The yield was 90%; 1H NMR (400 MHz, CDCl3): δ10.25 (s, 1H), 8.35 (d, J=8.5 Hz, 1H), 8.18 (s, 1H), 8.09 (d, J=8.5 Hz, 1H), 7.66 (t, J=8.0 Hz, 1H), 7.46 (d, J=8.2 Hz, 1H), and 7.31 (d, J=7.7Hz, 1H).
Einzelnachweise
[1] RSC Advances, 2015, vol. 5, # 129, p. 107012 - 107019
[2] Inorganic Chemistry Communications, 2014, vol. 47, p. 13 - 16
[3] European Journal of Medicinal Chemistry, 2016, vol. 121, p. 864 - 879
[4] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6346 - 6353
[5] Dalton Transactions, 2014, vol. 43, # 26, p. 10164 - 10174

8-Hydroxyquinoline-2-carboxaldehyde Upstream-Materialien And Downstream Produkte

8-Hydroxyquinoline-2-carboxaldehyde Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

14510-06-6, 8-Hydroxyquinoline-2-carboxaldehyde Verwandte Suche:

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