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| | Indole-2-acetic acid Basic information | | Uses |
| | Indole-2-acetic acid Chemical Properties |
| Melting point | 95℃ (DEC.) | | Boiling point | 415.0±20.0 °C(Predicted) | | density | 1.354 | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | pka | 4.54±0.30(Predicted) | | form | solid | | color | Red-brown | | InChI | 1S/C10H9NO2/c12-10(13)6-8-5-7-3-1-2-4-9(7)11-8/h1-5,11H,6H2,(H,12,13) | | InChIKey | QOPBEBWGSGFROG-UHFFFAOYSA-N | | SMILES | OC(CC1=CC(C=CC=C2)=C2N1)=O |
| Hazard Codes | Xi | | WGK Germany | WGK 3 | | HS Code | 2933998090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | Indole-2-acetic acid Usage And Synthesis |
| Uses | 2-Indoleacetic acid is an important pharmaceutical intermediate. Indole compounds derived from indole-2-acetic acid have various physiological effects, such as antimalarial, antitumor, and antidiabetic effects. They can be used as serotonin (HT) receptor inhibitors and cyclooxygenase inhibitors. | | Chemical Properties | off-white powder | | Synthesis | Step 1: A solution of lithium hydroxide (346 mg, 8.25 mmol) in water (2 mL) was added to a mixture of THF (2 mL) and methanol (6 mL) of methyl 2-(1H-indol-2-yl)acetate (520 mg, 2.75 mmol) (prepared according to the method reported by Capuano et al. Chem. Ber., 1986, 119 , 2069). The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the organic solvent. The residue was diluted with water (20 mL) and extracted with ether (2 x 10 mL) to remove non-polar impurities. The aqueous phase was carefully acidified to pH 2 with 1 M HCl and then extracted with dichloromethane (3 x 20 mL). The organic phases were combined, dried over anhydrous magnesium sulfate, filtered and the solvent evaporated under reduced pressure to give indole-2-acetic acid (350 mg, 72% yield) as a pink solid. | | References | [1] Patent: US5814644, 1998, A |
| | Indole-2-acetic acid Preparation Products And Raw materials |
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