Indole-6-carboxaldehyde
- CAS No.
- 1196-70-9
- Chemical Name:
- Indole-6-carboxaldehyde
- Synonyms
- 1H-INDOLE-6-CARBALDEHYDE;1H-INDOLE-5-CARBALDEHYDE;6-FORMYLINDOLE;6-indolealdehyde;INDOLE-5-ALDEHYDE;INDOLE-6-ALDEHYDE;6-Formyl-1H-indole;INDOLE-6-CARBALDEHYDE;INDOLE-5-CARBALDEHYDE;INDOLE-6-CARBOXALEHYDE
- CBNumber:
- CB3155237
- Molecular Formula:
- C9H7NO
- Molecular Weight:
- 145.16
- MDL Number:
- MFCD02179596
- MOL File:
- 1196-70-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 127-131 °C(lit.) |
|---|---|
| Boiling point | 339.1±15.0 °C(Predicted) |
| Density | 1.278±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform, Dichloromethane |
| pka | 15.84±0.30(Predicted) |
| form | Crystalline Powder |
| color | Yellow to orange to brown |
| CAS DataBase Reference | 1196-70-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317-H319 | |||||||||
| Precautionary statements | P280-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36-43 | |||||||||
| Safety Statements | 26-36/37/39-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant/Keep Cold | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29339980 | |||||||||
| NFPA 704 |
|
Indole-6-carboxaldehyde price More Price(72)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | I0743 | Indole-6-carboxaldehyde >98.0%(GC) | 1196-70-9 | 1g | $91 | 2026-04-30 | Buy |
| TCI Chemical | I0743 | Indole-6-carboxaldehyde >98.0%(GC) | 1196-70-9 | 5g | $358 | 2026-04-30 | Buy |
| Usbiological | I0797-77C | Indole-6-carboxaldehyde (6-Formylindole) | 250mg | $389 | 2026-06-03 | Buy | |
| AstaTech | 62702 | 1H-INDOLE-6-CARBALDEHYDE 97% | 1196-70-9 | 5G | $34 | 2026-04-30 | Buy |
| AstaTech | 62702 | 1H-INDOLE-6-CARBALDEHYDE 97% | 1196-70-9 | 10G | $65 | 2026-04-30 | Buy |
Indole-6-carboxaldehyde Chemical Properties,Uses,Production
Chemical Properties
Crystalline Solid
Uses
Reactant in preparation of analogs of botulinum neurotoxin serotype A protease inhibitors 1 Reactant in synthesis of stilbene-based antitumor agents 2 Reactant in acid-catalyzed preparation of aromatic gem-dihalides from aldehydes and acid halides.
Uses
Indole-6-carboxaldehyde (cas# 1196-70-9) is a compound useful in organic synthesis.
Synthesis
15861-36-6
1196-70-9
General procedure for the synthesis of indole-6-carbaldehyde from 6-cyanoindole: 1. Preparation of LIX N-[tert-butoxycarbonyl] 2-(1H-indol-6-yl)ethylamine indole-6-carboxaldehyde[6] - 6-Cyanoindole (15.0 g) and sodium hypophosphite (90 g) were dissolved in a solvent mixture of water (326 mL), acetic acid (326 mL) and pyridine (652 mL). - Raney nickel catalyst was added and the reaction mixture was stirred at 45°C for 45 minutes. - Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was extracted with ethyl acetate (3 x 500 mL). - The organic phases were combined, dried over sodium sulfate, filtered and concentrated under reduced pressure. - The residue was crystallized by a solvent mixture of dichloromethane and hexane to give 13.6 g (89%) of the target product.MS(EI, m/z): C9H2NO(M+1) 145.9. 2. Preparation of 6-(2-nitrovinyl)-1H-indole [0168] - Indole-6-carboxaldehyde (2.8 g), nitromethane (30 mL) and ammonium acetate (0.560 g) were mixed and stirred at 100 °C for 30 minutes. - Excess nitromethane was removed under pressure reduction and the residue was washed with water and dissolved in ethyl acetate (500 mL). - The organic phase was dried with sodium sulfate, filtered and concentrated under reduced pressure to about 50 mL. - The suspension was diluted with petroleum ether, filtered and dried to give 3.3 g (91%) of the target product.MS (EI, m/z): C10H8N2O2 (M-1) 186.9. 3. Preparation of 2-(1H-indol-6-yl)ethylamine [689] - To a solution of 6-(2-nitrovinyl)-1H-indole (1.0 g) in tetrahydrofuran (100 mL) was added lithium aluminum hydride (0.95 g) in one portion and stirred at reflux for 1 hour. - The reaction was quenched by sequential addition of water (0.95 mL), 15% sodium hydroxide (0.95 mL) and water (2.85 mL). - The suspension was filtered and the filtrate was diluted with ethyl acetate (200 mL) and washed sequentially with saturated aqueous sodium bicarbonate (100 mL) and saturated aqueous sodium chloride. - The organic phase was dried with sodium sulfate, filtered and concentrated under reduced pressure. - The residue was purified by silica gel column chromatography, and the product-containing fractions were combined and concentrated under reduced pressure to give 0.525 g (62%) of the target product.MS (EI, m/z): C10H12N2(M+1) 160.9. 4. Nitrogen protection [0392] - 2-(1H-indol-6-yl)ethylamine (0.50 g) was dissolved in acetonitrile (25 mL), dimethylaminopyridine and di-tert-butyl dicarbonate (45 mg) were added. - After stirring at room temperature for 24 hours, the reaction mixture was diluted with ethyl acetate (500 mL). - The organic phase was washed sequentially with saturated aqueous sodium bicarbonate solution (200 mL), water (2 x 200 mL) and saturated aqueous sodium chloride solution. - The organic phase was dried with sodium sulfate, filtered and concentrated under reduced pressure. - The residue was purified by silica gel column chromatography, eluting with a hexane solution of 20-40% ethyl acetate. - The product-containing fractions were combined and concentrated under reduced pressure to give 0.42 g (52%) of the target product.MS (EI, m/z): C15H20N2O2 (M-1) 258.9.
References
[1] Patent: US2003/229026, 2003, A1. Location in patent: Page 26
Indole-6-carboxaldehyde Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Carbott PharmTech Inc. | 0535-6385396 | info@carbottpharm.com | China | 996 | 56 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
View Lastest Price from Indole-6-carboxaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | Indole-6-carboxaldehyde
1196-70-9
|
1KG | 98.0% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2020-06-02 | Indole-6-carboxaldehyde 6-Formylindole in stock Factory
1196-70-9
|
$1.00 | 1KG | TOP 3 Factory in China | Chemwill Asia Co.,Ltd. | ||
 |
2020-06-02 | Indole-6-carboxaldehyde in stock Factory
1196-70-9
|
$1.00 | 1KG | TOP 3 Factory in China | Chemwill Asia Co.,Ltd. |
-
- Indole-6-carboxaldehyde
1196-70-9
- 98.0%
- Shaanxi Dideu New Materials Co. Ltd
-
- Indole-6-carboxaldehyde 6-Formylindole in stock Factory
1196-70-9
- $1.00
- TOP 3 Factory in China
- Chemwill Asia Co.,Ltd.
-
- Indole-6-carboxaldehyde in stock Factory
1196-70-9
- $1.00
- TOP 3 Factory in China
- Chemwill Asia Co.,Ltd.
