95-20-5
2-Methylindole
CAS: 95-20-5
Molecular Formula: C9H9N
95-20-5 - Names and Identifiers
| Name | 2-Methylindole |
| Synonyms | NSC 7514 a-Methylindol 2-Methylindole ALPHA-METHYLINDOLE 2-methyl-1H-indole 1H-Indole,2-methyl- 2-methylindole (alpha) 2-METHYLINDOLE TECHNICAL GRADE 2-METHYLINDOLE FOR SYNTHESIS 100 G |
| CAS | 95-20-5 |
| EINECS | 202-398-3 |
| InChI | InChI=1/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3 |
| InChIKey | BHNHHSOHWZKFOX-UHFFFAOYSA-N |
95-20-5 - Physico-chemical Properties
| Molecular Formula | C9H9N |
| Molar Mass | 131.17 |
| Density | 1,07 g/cm3 |
| Melting Point | 57-59 °C (lit.) |
| Boling Point | 273 °C (lit.) |
| Flash Point | 141 °C |
| Water Solubility | Insoluble in water. |
| Solubility | Soluble in ethanol, ether, soluble in acetone, benzene, chloroform and sulfuric acid, slightly soluble in hot water, insoluble in cold water. |
| Vapor Presure | 0.0104mmHg at 25°C |
| Appearance | White needle or flake crystalline powder |
| Color | Yellow to reddish-purple or brown |
| BRN | 109781 |
| pKa | 17.57±0.30(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Light Sensitive |
| Refractive Index | 1.6070 (estimate) |
| MDL | MFCD00005616 |
| Physical and Chemical Properties | Colorless needle-like or plate-like crystals. Special odor. |
| Use | Used as Reagents for Organic Synthesis, dye intermediates |
95-20-5 - Risk and Safety
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R41 - Risk of serious damage to eyes |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S24/25 - Avoid contact with skin and eyes. S39 - Wear eye / face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 3335 |
| WGK Germany | 3 |
| RTECS | NM0345000 |
| FLUKA BRAND F CODES | 8-10-13-23 |
| TSCA | Yes |
| HS Code | 29339990 |
95-20-5 - Introduction
There is a special smell. Sensitive to light and air. Can volatilize with water vapor. It's irritating.
Last Update：2022-10-16 17:30:19
95-20-5 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 2-methylindole is a pharmaceutical intermediate, which can be prepared from aniline and 1, 2-propanediol was obtained by one-step synthesis. It has been reported in the literature that 2-methylindole can be used as a starting material for the preparation of the deacetylase (HDAC) inhibitor panobinostat. |
| purpose | used as organic analytical reagent and fixative used as organic synthesis reagent, dye intermediate is used in organic synthesis and can be used as fixative in perfume industry. for the regioselective synthesis of oxapyrrolidine analogs by the iodine-catalyzed Markovnikov addition reaction; For the Friedel-Crafts alkylation reaction; For the preparation of the dioxygenase inhibitor pyridyl-vinylindole, as a potential anti-cancer immunomodulator; For the preparation of plant growth inhibitors; For the Michael addition reaction; Synthesis of cyclooxygenase type 1 (COX-1)/cyclooxygenase type 2 (COX-2) inhibitors |
| production method | N-acetyl-o-toluidine was prepared by the following procedure. N-acetyl-o-toluidine is added to the mixture of anhydrous diethyl ether and sodium amino acid, heated to 240-260 ℃ under the protection of nitrogen flow for 10min, the reaction generates a large amount of gas, and the reaction ends when the gas stops escaping, cooling. Ethanol and warm water were added, and the resulting sodium derivative of 2-methylindole and excess sodium amino acid were decomposed by heating. After cooling, it was extracted with ether. The extract was concentrated and distilled to obtain 2-methylindole in a yield of 0.4-0.53 by collecting a fraction at 119-126 ° C. (80%-83% kPa). The product can be purified by recrystallization from methanol. |
Last Update：2024-04-09 02:00:12
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