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5-Hydroxyquinoline

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CAS:578-67-6
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5-Hydroxyquinoline manufacturers

  • 5-Hydroxyquinoline
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  • $1.10 / 1g
  • 2025-11-18
  • CAS:578-67-6
  • Min. Order: 1g
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  • 2021-10-14
  • CAS:578-67-6
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  • quinolin-5-ol
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  • $1.00 / 1KG
  • 2020-02-19
  • CAS:578-67-6
  • Min. Order: 1KG
  • Purity: 98% HPLC
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5-Hydroxyquinoline Basic information
Product Name:5-Hydroxyquinoline
Synonyms:5-HYDROXYQUINOLINE;5-QUINOLINOL;TIMTEC-BB SBB004118;QUINOLIN-5-OL;5-QUINOLINOL 98+%;5-Hydroxyquinoline ,98%;5-Quinolinol,5-Hydroxyquinoline;1H-Quinolin-5-one
CAS:578-67-6
MF:C9H7NO
MW:145.16
EINECS:209-428-4
Product Categories:Hydroxyquinolines;Quinolines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:578-67-6.mol
5-Hydroxyquinoline Structure
5-Hydroxyquinoline Chemical Properties
Melting point 223-226 °C(lit.)
Boiling point 264.27°C (rough estimate)
density 1.1555 (rough estimate)
refractive index 1.4500 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO, Methanol
pkapK1:5.20(+1);pK2:8.54(0) (20°C)
form Solution
color Colorless to yellow, may darken during storage
Water Solubility 416.5mg/L(20 ºC)
BRN 114514
InChIInChI=1S/C9H7NO/c11-9-5-1-4-8-7(9)3-2-6-10-8/h1-6,11H
InChIKeyGYESAYHWISMZOK-UHFFFAOYSA-N
SMILESN1C2C(=C(O)C=CC=2)C=CC=1
CAS DataBase Reference578-67-6(CAS DataBase Reference)
NIST Chemistry Reference5-Quinolinol(578-67-6)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS VC4100000
Hazard Note Irritant
HS Code 29334900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
5-Hydroxyquinoline English
SigmaAldrich English
5-Hydroxyquinoline Usage And Synthesis
Chemical PropertiesWhite to beige crystalline powder
Uses5-Quinolinol (5-Hydroxyquinoline) was used as an internal standard in the reaction to measure morphine concentration in serum or plasma. It was also used as a lipophilic chelator and it decreased the rate of deoxygenation.
DefinitionChEBI: Quinolin-5-ol is a monohydroxyquinoline.
Synthesis
5-Aminoquinoline

611-34-7

5-Hydroxyquinoline

578-67-6

General procedure for the synthesis of 5-hydroxyquinoline from 5-aminoquinoline: to a stirred aqueous solution (100 mL) of 5-aminoquinoline (5.0 g, 34.67 mmol) was added sodium bisulfite (NaHSO3; 25.2 g, 242.1 mmol). The mixture was heated to reflux temperature and stirred for 36 hours at room temperature. After completion of the reaction, the solution was cooled to room temperature, sodium hydroxide (NaOH; 9.7 g, 242.5 mmol) was added and the mixture was continued to be stirred at reflux temperature for 8 hours. The progress of the reaction was monitored by thin layer chromatography (TLC). At the end of the reaction, the mixture was cooled to room temperature and the pH was adjusted to 7.0 with 6 equivalents (N) hydrochloric acid (HCl). the precipitate was collected by filtration, washed with water and dried under high vacuum to afford the target product, 5-hydroxyquinoline (3.2 g, 22.04 mmol, 64% yield) as a light yellow solid.1H NMR (500 MHz, CDCl3): δ 8.92 (s 1H), 8.58 (d, J = 8.5 Hz, 1H), 7.71 (d, J = 8.5 Hz, 1H), 7.53 (t, J = 8.0 Hz, 1H), 7.41 (dd, J = 8.5, 4.5 Hz, 1H), 6.88 (d, J = 7.5 Hz, 1H), 6.10 (br s, 1H). Mass spectrum (ESI): m/z 146 [M + H]+.

References[1] Patent: US2012/329802, 2012, A1. Location in patent: Page/Page column 25-26
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 14, p. 3307 - 3312
[3] Patent: KR101778938, 2017, B1. Location in patent: Paragraph 0147-0148; 0155; 0160-0162
[4] Journal fuer Praktische Chemie (Leipzig), 1893, vol. <2> 47, p. 431
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1562
Tag:5-Hydroxyquinoline(578-67-6) Related Product Information
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