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2-Hydroxy-4-quinolincarboxylic acid

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Name

2-Hydroxy-4-quinolincarboxylic acid

EINECS 239-827-9
CAS No. 15733-89-8 Density 1.429 g/cm3
PSA 70.42000 LogP 1.63860
Solubility N/A Melting Point 350°C
Formula C10H7 N O3 Boiling Point 403.6 °C at 760 mmHg
Molecular Weight 189.17 Flash Point 197.9 °C
Transport Information N/A Appearance Orange crystalline powder
Safety 26-36 Risk Codes R22   
Molecular Structure Molecular Structure of 15733-89-8 (2-Hydroxy-4-quinolincarboxylic acid) Hazard Symbols
Synonyms

Cinchoninicacid, 2-hydroxy- (6CI,7CI,8CI); 1,2-Dihydro-2-oxo-4-quinolinecarboxylic acid;2-Hydroxy-4-quinolinecarboxylic acid; 2-Hydroxycinchoninic acid;2-Hydroxyquinoline-4-carboxylic acid; 4-Carboxycarbostyril; NSC 3564

Article Data 48

2-Hydroxy-4-quinolincarboxylic acid Synthetic route

141-82-2

malonic acid

91-56-5

indole-2,3-dione

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium acetate; acetic acid for 6h; Reagent/catalyst; Reflux; Large scale;97.3%
With acetic acid for 0.25h;68%
With acetic acid Reflux;60%
574-17-4

1-acetyl-1H-indole-2,3-dione

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 0.05h; microwave irradiation;65%
With sodium hydroxide at 100℃; for 1h;60%
With sodium hydroxide
491-35-0

C6H4NCH2CHCCH2

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With copper-salt; benzene Photolysis.Reagens 4: Anthrachinon; in einer Sauerstoff-Atmosphaere;
With iron-salt; 9,10-phenanthrenequinone; benzene Photolysis.In einer Sauerstoff-Atmosphaere;
With silver-salt; benzene Photolysis.Reagens 4: Anthrachinon; in einer Sauerstoff-Atmosphaere;
5467-57-2

2-chloroquinoline-4-carboxylic acid

A

157915-68-9

2-amino-quinoline-4-carboxylic acid

B

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With ammonium hydroxide; ammonium carbonate at 140 - 150℃;
5467-61-8

ethyl ester of 2-chlorocinchoninic acid

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide
910035-64-2

ethyl (2Z)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride
32375-61-4

2-(2-acetamidophenyl)-2-oxoacetic acid

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide
With sodium acetate at 220℃;
91-56-5

indole-2,3-dione

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide; acetic anhydride; acetic acid at 220℃; Erwaermen des Reaktionsprodukts mit wss. Na2CO3;
Multi-step reaction with 2 steps
2: diluted NaOH-solution
View Scheme

(2-oxo-indolin-3-yl)-thioxo-acetic acid ; dipotassium-salt

64-19-7

acetic acid

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

486-74-8

4-quinolinic acid

15733-89-8

2-hydroxyquinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; water

2-Hydroxy-4-quinolincarboxylic acid Chemical Properties

Product Name: 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8)

Molecular Formula: C10H7NO3
Molecular Weight: 189.17g/mol
Mol File: 15733-89-8.mol
EINECS: 9-827-9
Melting Point: 350°C
Boiling point: 403.6 °C at 760 mmHg
Flash Point: 197.9 °C
Density: 1.429 g/cm3
Index of Refraction: 1.638  Molar Refractivity: 47.61 cm3 
Molar Volume: 132.3 cm3
Surface Tension: 62.5 dyne/cm
Enthalpy of Vaporization: 69.07 kJ/mol
Vapour Pressure:  3.07E-07 mmHg at 25°C
XLogP3-AA: 0.6
H-Bond Donor: 2
H-Bond Acceptor: 3
Structure Descriptors of 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8):
  IUPAC Name: 2-oxo-1H-quinoline-4-carboxylic acid
  Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=O)N2)C(=O)O
  InChI: InChI=1S/C10H7NO3/c12-9-5-7(10(13)14)6-3-1-2-4-8(6)11-9/h1-5H,(H,11,12)(H,13,14) 
  InChIKey: MFSHNFBQNVGXJX-UHFFFAOYSA-N
Product Categories: Hydroxyquinolines; Quinolines

2-Hydroxy-4-quinolincarboxylic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD intraperitoneal > 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 338, 1953.

2-Hydroxy-4-quinolincarboxylic acid Safety Profile

Safety Information of 2-Hydroxy-4-quinolincarboxylic acid (CAS NO.15733-89-8):
Hazard Codes: XiIrritant,XnHarmful
Risk Statements: 36/37/38-22  
R36/37/38:Irritating to eyes, respiratory system and skin. 
R22:Harmful if swallowed.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RTECS: GD3869000
HazardClass: IRRITANT

2-Hydroxy-4-quinolincarboxylic acid Specification

 2-Hydroxy-4-quinolincarboxylic acid , its CAS NO. is 15733-89-8, the synonyms are 2-Hydroxycinchoninic acid ; 4-Carboxycarbostyril ; 1,2-Dihydro-2-oxoquinoline-4-carboxylic acid ; 4-Quinolinecarboxylic acid, 1,2-dihydro-2-oxo- ; Cinchoninic acid, 2-hydroxy- .

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