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10-Hydroxybenzo[h]quinoline

Basic information Safety Supplier Related

10-Hydroxybenzo[h]quinoline Basic information

Product Name:
10-Hydroxybenzo[h]quinoline
Synonyms:
  • benzo[h]quinolin-10-ol
  • HYDROXYBENZOQUINOLINE
  • 10-HYDROXYBENZO[H]QUINOLINE
  • 10-Hydroxy-benzo[h]quinolin
  • 10-HBQ
  • 10-HYDROXY-BENZO[H]QUINOLIN(10-HBQ)
  • 4-hydroxy-5-azaphenanthrene
  • 10-Hydroxybenzohüquinoline, 98%
CAS:
33155-90-7
MF:
C13H9NO
MW:
195.22
EINECS:
679-961-9
Product Categories:
  • Yellow crystalline powder
Mol File:
33155-90-7.mol
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10-Hydroxybenzo[h]quinoline Chemical Properties

Melting point:
103-105°C
Boiling point:
420.6±18.0 °C(Predicted)
Density 
1.307±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in acetone, chloroform and ethyl acetate.
form 
Solid
pka
8.03±0.30(Predicted)
color 
Yellow
BRN 
141770
InChI
InChI=1S/C13H9NO/c15-11-5-1-3-9-6-7-10-4-2-8-14-13(10)12(9)11/h1-8,15H
InChIKey
KESRRRLHHXXBRW-UHFFFAOYSA-N
SMILES
N1C2C(=CC=C3C=CC=C(O)C3=2)C=CC=1
CAS DataBase Reference
33155-90-7(CAS DataBase Reference)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-37
HS Code 
29334900

MSDS

  • Language:English Provider:ALFA
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10-Hydroxybenzo[h]quinoline Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

5-Hydroxy-4-azaphenanthrene is used to detect boronic acids in reactions and boron containing compounds on solid support. 5-Hydroxy-4-azaphenanthrene is also used as a proton transfer-fluoresence probe to be applied to human serum albumin and beaver apomyoglobin.

Synthesis

152583-10-3

33155-90-7

10-Bromobenzo[h]quinoline (0.15 mmol, 39 mg) was added to an oven-dried screw-capped vial with carboxylic acid (0.3 mmol), silver carbonate (Ag-based, 0.165 mmol, 22 mg), potassium fluoride (0.15 mmol, 9 mg) and p-xylene (0.5 mL). The reaction mixture was stirred vigorously at 150 °C for 24 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted with ethyl acetate. Subsequently, the solvent was removed by distillation under reduced pressure and the final product was purified by silica gel column chromatography.

References

[1] Tetrahedron Letters, 2016, vol. 57, # 7, p. 781 - 783
[2] Tetrahedron Letters, 2016, vol. 57, # 7, p. 781 - 783

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