Name | 5-Nitroindole |
Synonyms | NSC 520594 Nitroindole 5-NITROINDOLE 5-nitro-indol 5-Nitroindole 5-Nitro Indole 5-NITRO-1H-INDOLE 5-Nitro-1H-indole 5-Nitroindolyl radical |
CAS | 6146-52-7 |
EINECS | 228-153-0 |
InChI | InChI=1/C8H6N2O2/c11-10(12)7-1-2-8-6(5-7)3-4-9-8/h1-5,9H |
InChIKey | OZFPSOBLQZPIAV-UHFFFAOYSA-N |
Molecular Formula | C8H6N2O2 |
Molar Mass | 162.15 |
Density | 1.3264 (rough estimate) |
Melting Point | 140-142 °C (lit.) |
Boling Point | 288.82°C (rough estimate) |
Flash Point | 173.1°C |
Solubility | Dichloromethane, Ethyl Acetate, Methanol |
Vapor Presure | 3.98E-05mmHg at 25°C |
Appearance | Yellow crystalline powder |
Color | Yellow |
BRN | 383777 |
pKa | 15.25±0.30(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.5770 (estimate) |
MDL | MFCD00005673 |
Physical and Chemical Properties | Melting point 140-143°C |
Use | Used as an intermediate in organic synthesis. |
Risk Codes | R22 - Harmful if swallowed R41 - Risk of serious damage to eyes |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 3 |
RTECS | NM1168200 |
FLUKA BRAND F CODES | 8 |
HS Code | 29339900 |
Hazard Note | Irritant |
Hazard Class | IRRITANT, IRRITANT-H |
Introduction | 5-Nitroindole (5-Nitroindole) is a golden yellow crystalline substance, soluble in ethanol, ether, propylene glycol, petroleum ether and most non-volatile oils, insoluble in glycerol and mineral oil melting point (°c):140-143. |
preparation | add 27.2g 2-sodium Sulfonate -1-acetyl indole (0.1 mo1) in a ML round bottom flask, add 100ml acetic acid, cool to 12 ℃, add 19ML fuming nitric acid Dropwise within 1H, after the reaction is finished, carefully pour into 250ml crushed water, add 160g NaOH, slowly warm up to 70 ℃, maintain 20h, suction filtration, with 2 * 100ml ice water washing, drying, golden yellow crystal 14.6g, yield 90.1%, purity 98.5%. |
synthesis method | add 15ml of concentrated nitric acid into the reaction flask, slowly add 20ml of concentrated sulfuric acid Dropwise, shake, cool to room temperature, then add 10g methyl benzene, 5G bromine, warm to 50 ℃, react for 1 hour, yellow precipitate appears at the bottom, drying gave 8.5g of 2-methyl -5-nitrobenzene ready for use. Add 8.5g of 2-methyl -5-nitrobenzene, 10.9g of triethyl orthoformate and 7.9g of oxalic acid into three reaction bottles, mix and dissolve, add 20ml of 2mol/L sodium hydroxide solution Dropwise, after heating to 120 °c at reflux for 4 hours, the reflux was completed and cooled to 20 °c in ice-brine. 80ml of a 80% ethanol solution was added, the pH was adjusted to 8-9 with dilute sulfuric acid, placed in a refrigerator overnight, and the solid was filtered, washed with distilled water, dried, and recrystallized from petroleum ether to give 7.8g of 5-nitroindole ready for use. |
Use | organic intermediates. used as intermediate in organic synthesis. |