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| | 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID Basic information |
| | 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID Chemical Properties |
| Melting point | 261 °C(lit.) | | Boiling point | 474.8±45.0 °C(Predicted) | | density | 1.639±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Store in freezer, under -20°C | | solubility | DMF: soluble | | pka | 7.04 ± 0.02, temperature: 23 °C | | form | powder to crystal | | color | Yellow solid;Orange solid;
Off-white powder | | λmax | 386 nm (Buffer pH 10.0); 339 nm
(Buffer pH 4.0) | | BRN | 384141 | | Major Application | Carbon-dioxide sensor;
chemical sensors based on non-linear optics;
monitoring of cationic photopolymerization processes;
nanomaterials | | Biological Applications | Chemical dosimeter
for radiation therapy; detecting bacteria;
detecting/sensing hydroxyl radicals; studying
nucleic acids; as a substrate for measuring
carboxylesterases activity, cellulases activity,
β-galactosidases activity, glycosidases activity,
glycosyltransferases activity, hydrolases activity,
4-hydroxycinnamate decarboxylases activity,
β-lactamases activity, phosphatases activity,
sulfatases activity; treating cancer/antitumor
activity | | InChI | InChI=1S/C10H6O5/c11-6-2-1-5-3-7(9(12)13)10(14)15-8(5)4-6/h1-4,11H,(H,12,13) | | InChIKey | LKLWLDOUZJEHDY-UHFFFAOYSA-N | | SMILES | C1(=O)OC2=CC(O)=CC=C2C=C1C(O)=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | F | 8 | | HS Code | 29329990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID Usage And Synthesis |
| Chemical Properties | Light yellow powder | | Uses | 7-Hydroxycoumarin-3-carboxylic acid is a pH-indicator that can be immobilized on a support to give a pH sensor. | | Uses | Suitable as pH-indicator. | | Synthesis | General procedure for the synthesis of 7-hydroxy-2-oxo-2H-benzopyran-3-carboxylic acid from ethyl 7-hydroxy-2-oxo-2H-benzopyran-3-carboxylate: ethyl 7-hydroxy-2-oxo-2H-benzopyran-3-carboxylate (2.00 g, 8.55 mmol) was dissolved in water (20 ml) at 90 °C and concentrated hydrochloric acid (6 ml) was added slowly. The reaction mixture was refluxed for 8 hours. After the reaction was completed, the reaction solution was cooled to room temperature, the precipitate was collected by filtration and washed with cold water to obtain 7-hydroxy-2-oxo-2H-benzopyran-3-carboxylic acid (1.32 g, 6.41 mmol) as a light red solid in 75% yield. | | References | [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986, vol. 25, p. 638 - 639
[2] Food Chemistry, 2012, vol. 135, # 4, p. 2872 - 2878
[3] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 5, p. 502 - 506
[4] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816
[5] Patent: CN106279125, 2017, A. Location in patent: Paragraph 0041; 0042 |
| | 7-HYDROXYCOUMARIN-3-CARBOXYLIC ACID Preparation Products And Raw materials |
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