Name | Indole-3-pyruvic acid |
Synonyms | 5-iodophthalide indole-3-pyruvic Indole-3-pyruvate Indolyl-3-pyruvate INDOLE PYRUVIC ACID TIMTEC-BB SBB003515 indol-3-ylpyruvicacid INDOLE-3-PYRUVIC ACID Indole-3-pyruvic acid indole-3-(2-oxo)-propanoic acid indole-3-pyruvic acid monohydrate 3-(3-Indolyl)-2-Oxopropanoic Acid 3-(1H-indol-3-yl)-2-oxopropanoate alpha-Oxo-1H-indole-3-propanoic acid 3-(1H-indol-3-yl)-2-oxopropanoic acid |
CAS | 392-12-1 |
EINECS | 206-874-1 |
InChI | InChI=1/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)/p-1 |
Molecular Formula | C11H9NO3 |
Molar Mass | 203.19 |
Density | 1.2621 (rough estimate) |
Melting Point | 215°C (dec.)(lit.) |
Boling Point | 341.49°C (rough estimate) |
Flash Point | 223°C |
Solubility | DMSO (Slightly), Methanol (Slightly) |
Vapor Presure | 1.04E-08mmHg at 25°C |
Appearance | Solid |
Color | light yellow |
BRN | 172966 |
pKa | 2.61±0.54(Predicted) |
Storage Condition | -20°C |
Refractive Index | 1.4950 (estimate) |
Use | For Organic synthesis |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | NM1880000 |
FLUKA BRAND F CODES | 8-10-23 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Application | 3-(3-indole)-2-oxopropionic acid is also called indolepyruvate, 3-indole-pyruvate. 3-(3-indolyl)-2-oxopropionic acid is an important organic compound and an important precursor for the preparation of tryptophan. L-tryptophan and D-tryptophan can be synthesized by L-type or D-type transaminase "chemical-enzyme" method, and DL-tryptophan can also be synthesized by amination hydrogenation. In addition, 3-(3-indolyl)-2-oxopropionic acid is an intermediate for the conversion of tryptophan to indole acetic acid in plants. Indole acetic acid is an important growth hormone in plants, so indole acetic acid It also plays an important role in regulating plant growth and development. |
Preparation | 1, synthesis of indole methylene hyphene Heat indole aldehyde, hyphene and solvent to boiling, add catalyst, maintain reaction at boiling temperature for 2h, and adjust to acidic with glacial acetic acid. Natural cooling, suction filtration, drying products. 2. Preparation of 3-(3-indole group)-2-oxopropionic acid Mixing indole methylene hydene with alkali solution to react until the solution is transparent, adjust the PH8.0 ~ 9.0 with acid, extract with ether and acetone respectively, treat the extract with glacial acetic acid, filter, wash, and dry under negative pressure to obtain light yellow powder as the product. 3, 3-(3-indolyl)-2-oxopropionic acid detection 2, 4-dinitrophenylhydrazine method: the reaction solution is reacted with 2, 4-dinitrophenylhydrazine for 10min, then NaOH solution is added for reaction, standing for 10min, the absorption value at 530nm is measured, and the content of 3-(3-indolyl)-2-oxopropionic acid is calculated according to the standard curve. |
use | for organic synthesis |