| Identification | Back Directory | [Name]
4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID | [CAS]
34785-11-0 | [Synonyms]
NSC 4344
AKOS BBS-00000364
IFLAB-BB F2124-0013
4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID
4-hydroxyquinolinone-3-carboxylic acid
3-Quinolinecarboxylic acid, 4-hydroxy-
4-Hydroxyquinoline-3-carboxylic acid 97%
4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID ISO 9001：2015 REACH | [EINECS(EC#)]
694-656-0 | [Molecular Formula]
C10H7NO3 | [MDL Number]
MFCD00598887 | [MOL File]
34785-11-0.mol | [Molecular Weight]
189.17 |
| Chemical Properties | Back Directory | [Melting point ]
268-273°C | [Boiling point ]
384.7±32.0 °C(Predicted) | [density ]
1.480 | [storage temp. ]
2-8°C, stored under nitrogen | [form ]
solid | [pka]
0.81±0.30(Predicted) | [Appearance]
Off-white to light brown Solid | [InChI]
InChI=1S/C10H7NO3/c12-9-6-3-1-2-4-8(6)11-5-7(9)10(13)14/h1-5H,(H,11,12)(H,13,14) | [InChIKey]
ILNJBIQQAIIMEY-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=CC=2)C(O)=C(C(O)=O)C=1 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P280-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [HS Code ]
2933499090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-hydroxyquinoline-3-carboxylic acid from ethyl 4-hydroxyquinoline-3-carboxylate was as follows: ethyl 4-hydroxyquinoline-3-carboxylate (1.2 g, 5.5 mmol) was dissolved in 20 mL of ethanol, followed by the addition of 0.1 g/mL of aqueous sodium hydroxide (6.6 mL, 16.5 mmol). The reaction was carried out under reflux conditions for 3 hours. Upon completion of the reaction, the reaction solution was cooled to 20 °C and the pH was adjusted to 4 with 4 mol/L hydrochloric acid, at which point a solid precipitated. After recovering about 10 mL of solvent ethanol by decompression distillation, the solid was collected by filtration. The solid was washed with a mixture of ethanol and water (2 mL x 2 times) and finally dried to give 0.96 g of 4-hydroxyquinoline-3-carboxylic acid in 92% yield and the product was an off-white solid. | [References]
[1] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2000, vol. 344, p. 163 - 168
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1995, vol. 31, # 2, p. 167 - 175
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1995, # 2, p. 195 - 203
[4] Patent: CN106187887, 2016, A. Location in patent: Paragraph 0015; 0048; 0049; 0050; 0051; 0052; 0053
[5] Journal of the American Chemical Society, 1946, vol. 68, p. 1264 |
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