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3-Hydroxyquinoline

3-Hydroxyquinoline Suppliers list
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CAS:580-18-7
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3-Hydroxyquinoline manufacturers

  • 3-Hydroxyquinoline
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  • $1.10 / 1g
  • 2025-11-18
  • CAS:580-18-7
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  • 3-Hydroxyquinoline
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  • $0.00 / 1g
  • 2019-11-08
  • CAS:580-18-7
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  • 3-Hydroxyquinoline
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  • 2019-09-04
  • CAS:580-18-7
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3-Hydroxyquinoline Basic information
Product Name:3-Hydroxyquinoline
Synonyms:3-HYDROXYQUINOLINE;3-QUINOLOL;quinolin-3-ol;3-HYDROXYQUINOLINE 98%;3-HYDROXYQUINOLINE, 97+%;3-Quinolinol;CCRIS 4328;3-Hydroxyquinoline, 95+%
CAS:580-18-7
MF:C9H7NO
MW:145.16
EINECS:209-456-7
Product Categories:Heterocyclic Series
Mol File:580-18-7.mol
3-Hydroxyquinoline Structure
3-Hydroxyquinoline Chemical Properties
Melting point 198-202°C
Boiling point 264.27°C (rough estimate)
density 1.1555 (rough estimate)
refractive index 1.4500 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Crystalline Powder
pka4.28(at 20℃)
color Beige
Water Solubility 587.9mg/L(20 ºC)
InChIInChI=1S/C9H7NO/c11-8-5-7-3-1-2-4-9(7)10-6-8/h1-6,11H
InChIKeyIQQDNMHUOLMLNJ-UHFFFAOYSA-N
SMILESN1C2C(=CC=CC=2)C=C(O)C=1
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany WGK 3
RTECS VC4050000
HS Code 29334990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
3-Hydroxyquinoline Usage And Synthesis
Chemical PropertiesBeige crystalline powder
Uses3-Hydroxyquinoline is a chemical reagent used in the preparation cyclic peptides with an antitumor functionality. Quinoline derivative as a result of the metabolism by cytochrome P 450.
Synthesis
3-Quinolineboronic acid

191162-39-7

3-Hydroxyquinoline

580-18-7

General procedure for the synthesis of 3-hydroxyquinoline from quinoline-3-boronic acid: to a round-bottomed flask were added quinoline-3-boronic acid (1.0 mmol), CuSO4-5H2O (0.02 g, 0.1 mmol), CNT-Chit film (10.0 mg), KOH (0.17 g, 3.0 mmol) and deionized water (5.00 mL). The reaction mixture was stirred openly at room temperature for 24 hours. After completion of the reaction, the mixture was filtered and the solids were washed with deionized water. The filtrate was acidified to pH 2-3 with dilute aqueous hydrochloric acid and subsequently extracted with ether (3 x 10 mL). The organic phases were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with an eluent ratio of 70% hexane/30% ethyl acetate (v/v) to afford 3-hydroxyquinoline (0.1433 g, 93% yield) as an off-white solid.

References[1] Tetrahedron Letters, 2018, vol. 59, # 52, p. 4597 - 4601
[2] Journal of the American Chemical Society, 2018, vol. 140, # 13, p. 4623 - 4631
[3] Organic Letters, 2012, vol. 14, # 13, p. 3494 - 3497
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2536 - 2548
[5] Advanced Synthesis and Catalysis, 2018, vol. 360, # 10, p. 2013 - 2019
Tag:3-Hydroxyquinoline(580-18-7) Related Product Information
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