Indole, 4-chloro-
4-Chloro-1H-indole
CAS: 25235-85-2
Molecular Formula: C8H6ClN
Indole, 4-chloro- - Names and Identifiers
| Name | 4-Chloro-1H-indole |
| Synonyms | NSC 88141 4-CHLOROINDOLE 4-Chloroindole INDOLE-4-AMINE 1H-INDOL-4-AMINE 4-AMINO-1H-INDOLE Indole, 4-chloro- 4-Chloro-1H-indole 1H-INDOL-4-YLAMINE 4-CHLORO-1H-INDOLE TIMTEC-BB SBB004057 INDOLE-4-CARBONITRILE 1H-Indole,4-chloro-(9CI) 4-Chloroindole in stock Factory |
| CAS | 25235-85-2 |
| EINECS | 246-747-8 |
| InChI | InChI=1/C8H6ClN/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H |
| InChIKey | SVLZRCRXNHITBY-UHFFFAOYSA-N |
Indole, 4-chloro- - Physico-chemical Properties
| Molecular Formula | C8H6ClN |
| Molar Mass | 151.59 |
| Density | 1.259 g/mL at 25 °C (lit.) |
| Boling Point | 129-130 °C/4 mmHg (lit.) |
| Flash Point | >230°F |
| Water Solubility | insoluble |
| Solubility | ethanol: soluble50mg/mL, clear, colorless |
| Vapor Presure | 0.00309mmHg at 25°C |
| Appearance | liquid (clear) |
| Specific Gravity | 1.259 |
| Color | clear yellow |
| BRN | 114880 |
| pKa | 16.10±0.30(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Store in Refrigerator |
| Refractive Index | n20/D 1.628(lit.) |
Indole, 4-chloro- - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29339990 |
| Hazard Class | IRRITANT |
Indole, 4-chloro- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Uses | 4-chloroindole is an indole compound. Many indole containing substituents on the benzene ring have biological activity. Indole and its derivatives are also An important chemical raw material, widely used in many fields such as medicine, pesticides, dyes, food and spices. |
| synthesis method | 1) synthesis of N,N-dimethyl -2-chloro -6-nitrophenylethylamine: 200g of 2-chloro -6-nitrotoluene and 183g of DMFDMA are added into 150ml of anhydrous DMF solution, heated to 80-120 ℃, kept warm for 4 hours, and detected by GC detector, after the reaction is complete, the obtained product is cooled to room temperature, and 1L toluene solution is added to the reaction system to dissolve the product. After dissolution, it is washed with saturated saline water, and then dried, filtered, and concentrated under reduced pressure by anhydrous sodium sulfate to obtain 290g of N,N-dimethyl -2-chloro -6-nitrophenylethylamine crude product; 2) Synthesis of 4-chloroindole: 290g of N, the crude N-dimethyl -2-chloro -6-nitrophenylethylamine is dissolved in a mixed solvent of 250ml THF and 250ml methanol. After dissolution, 40g of Raney nickel is added under the condition of nitrogen protection and 30 ℃, and 300ml of hydrazine hydrate with a purity of 80% is added dropwise to reduce-NO2 in N,N-dimethyl -2-chloro -6-nitrophenylethylamine to-NH2,N, the C- N bond in-C = C- N-in N-dimethyl -2-chloro -6-nitrophenylethylamine is broken, and the ring-closing reaction is carried out in the reaction system. The synthesis steps are as follows. The obtained product is filtered, and the filtrate is concentrated and distilled under reduced pressure to obtain 135g of pure 4-chloroindole. The molar yield of 4-chloroindole obtained by calculating the yield in combining steps 1) and 2) is 76.4%. |
Last Update：2024-04-09 20:49:11
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View History
Indole, 4-chloro-
Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-
1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-, Methyl ester, (R)-
三-叔丁基肼-1,1,2-三羧酸酯
Gossypol from cotton seeds,2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
Cyclopropanecarbonyl chloride, 3-ethenyl-2,2-dimethyl-
1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-, Methyl ester, (R)-
三-叔丁基肼-1,1,2-三羧酸酯
Gossypol from cotton seeds,2,2′-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)