6-Cyanoindole
6-Cyanoindole
CAS: 15861-36-6
Molecular Formula: C9H6N2
6-Cyanoindole - Names and Identifiers
| Name | 6-Cyanoindole |
| Synonyms | 6-Cyanoidole CYANOINDOLE-6 6-CYANOINDOLE 6-Cyanoindole 6-Indolecarbonitrile Indole-6-carbonitrile INDOLE-6-CARBONITRILE 1H-Indole-6-carbonitrile 1H-indole-6-carbonitrile 6-Cyanoindole in stock Factory |
| CAS | 15861-36-6 |
| EINECS | 239-988-5 |
| InChI | InChI=1/C9H6N2/c10-6-7-1-2-8-3-4-11-9(8)5-7/h1-5,11H |
6-Cyanoindole - Physico-chemical Properties
| Molecular Formula | C9H6N2 |
| Molar Mass | 142.16 |
| Density | 1.24±0.1 g/cm3(Predicted) |
| Melting Point | 130-132°C |
| Boling Point | 350.0±15.0 °C(Predicted) |
| Flash Point | 121.9°C |
| Solubility | Dichloromethane, Methanol |
| Vapor Presure | 4.51E-05mmHg at 25°C |
| Appearance | Red powder |
| Color | Off-White Crystalline |
| BRN | 116502 |
| pKa | 15.17±0.30(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Air & Light Sensitive |
| Refractive Index | 1.674 |
| MDL | MFCD00016732 |
6-Cyanoindole - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 3439 |
| HS Code | 29339900 |
| Hazard Class | 6.1 |
| Packing Group | III |
6-Cyanoindole - Reference Information
| Application | 6-cyanoindole is an organic intermediate, which can be prepared from p-toluene as a raw material through a three-step reaction. 6-cyanoindole can be used to prepare 6-cyanoindole -3-formaldehyde. 6-cyanoindole -3-formaldehyde is an important intermediate in medicine and organic chemical industry, and can synthesize some compounds with physiological activity and pharmacological activity. |
| preparation | in a 50mL three-mouth flask, 20mL of 95% concentrated sulfuric acid is added, 4.7g(0.04mol) of p-toluene is added under cooling, after adding, stirring for 20min, adding 4.0g of fuming nitric acid dropwise within 1h, continuing stirring for 30min, slowly pouring the mixture into 80mL of ice water, solid precipitation is present, filtration is carried out, and the filter cake is washed to be neutral, 6.2g of 4-methyl -3-nitrobenzonitrile was obtained by recrystallization of ethanol aqueous solution with a yield of 95.7%,mp101~102 ℃. Under the protection of N2 gas, 4.9g(0.03mol)4-methyl -3-nitrobenzonitrile, 5.46g(0.045mol)DMFDMA and 30mLDMF were added into a three-mouth flask, reacted at 135 ℃ for 4h(TLC tracking), DMF and excess DMFDMA were evaporated under reduced pressure to obtain 6.2g of β-(N,N-dimethylamine) 4-cyano -2-nitrostyrene without refining, can be directly used for the next reaction; The yield is 95.4%. In a three-mouth flask, 6.1g(0.028mol) of the above condensate, 50mL of methanol, 15g of hydrazine hydrate and 0.5gRaneyNi are added, the filter cake is filtered after reacting at 45 ℃ for 4 hours, the filter cake is washed twice with 10mL of methanol, the filtrate is combined, the filtrate is poured into 250mL of ice water, the toluene layer is extracted three times with 50mL of toluene, the toluene layer is washed to be neutral, the anhydrous sodium sulfate is dried, part of toluene is evaporated under reduced pressure, 2.9 g6-cyanoindole, white crystal, yield 72.5%,mp128~129. |
Last Update：2024-04-09 15:16:48
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