3-Cyanoindole CAS 5457-28-3
Introduction：Basic information about 3-Cyanoindole CAS 5457-28-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3-Cyanoindole Basic information
| Product Name: | 3-Cyanoindole |
| Synonyms: | 3-CYANOINDOLE;3-INDOLECARBONITRILE;1H-INDOLE-3-CARBONITRILE;RARECHEM AH BS 0093;INDOLE-3-CARBONITRILE;indoline-3-carbonitrile;Indole-3-carbonitrile,98%;3-Indonylnitrile |
| CAS: | 5457-28-3 |
| MF: | C9H6N2 |
| MW: | 142.16 |
| EINECS: | 212-232-1 |
| Product Categories: | Pyrroles & Indoles;Pyrroles & Indoles;Pharmaceutical Raw Materials;blocks;Indole;Indoles;Carboxes;IndolesOxindoles;Indoles and derivatives;IndoleDerivative;bc0001 |
| Mol File: | 5457-28-3.mol |
3-Cyanoindole Chemical Properties
| Melting point | 179-182 °C (lit.) |
| Boiling point | 249.72°C (rough estimate) |
| density | 1.1777 (rough estimate) |
| refractive index | 1.6211 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 14.61±0.30(Predicted) |
| form | Solid |
| color | Orange to Brown |
| Water Solubility | Insoluble in water. |
| Sensitive | Air & Light Sensitive |
| BRN | 120888 |
| InChI | InChI=1S/C9H6N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H |
| InChIKey | CHIFTAQVXHNVRW-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)C(C#N)=C1 |
| CAS DataBase Reference | 5457-28-3(CAS DataBase Reference) |
| NIST Chemistry Reference | 3-Indolecarbonitrile(5457-28-3) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 26-37/39-36/37/39 |
| RIDADR | 3439 |
| WGK Germany | 3 |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | brown-grey to brown crystalline powder |
| Uses | 3-Cyanoindole (cas# 5457-28-3) is a compound useful in organic synthesis. |
| Uses | Reactant for preparation of:
Reactant for:
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| Synthesis Reference(s) | Organic Syntheses, Coll. Vol. 5, p. 656, 1973 Tetrahedron, 50, p. 6549, 1994 DOI: 10.1016/S0040-4020(01)89685-X Tetrahedron Letters, 18, p. 4417, 1977 DOI: 10.1016/S0040-4039(01)83524-3 |
| General Description | 3-Cyanoindole undergoes regiospecific bromination to afford 6-bromo-3-cyanoindole. 3-Cyanoindole is formed during the flash vacuum thermolysis (FVT) of 3-azidoquinoline. |
| Synthesis | A 3-cyanoindole compound synthesis method includes: firstly, taking indole compound, benzyl cyanide and CuI according to the molar ratio of 1:1-2:1-2, placing the indole compound, the benzyl cyanide and the CuI in a reaction vessel, and adding solvent into the reaction vessel until the indole compound and the benzyl cyanide are completely dissolved; then, placing the reaction vessel in oil bath at the temperature of 100-130°C with stirring for reaction for 30-34h, cooling to the room temperature, adding water as same as the solvent in volume, and extracting for 2-4 times by the aid of dichloromethane; and finally, separating using silica gel column chromatography prior to reduced pressure distillation so that the product, namely, the 3-cyanoindole compound is obtained. |
3-Cyanoindole Preparation Products And Raw materials
| Raw materials | Ammonium phosphate dibasic-->Indole-3-carboxaldehyde |
| Preparation Products | 5-Bromo-3-cyanoindole-->1-(pyridin-2yl)-1H-indole-3-carbonitrile-->1H-INDOLE-3-CARBOTHIOIC ACID AMIDE-->1H-INDOLE-3-CARBOXIMIDIC ACID ETHYL ESTER |
