15861-36-6

Basic information

• Product Name: 6-Cyanoindole
• Synonyms: 6-CYANOINDOLE;CYANOINDOLE-6;INDOLE-6-CARBONITRILE;1H-indole-6-carbonitrile;6-Cyanoidole;Indole-6-carbonitrile, 98+%;6-Indolecarbonitrile;6-Cyano-1H-indole
• CAS NO: 15861-36-6
• Molecular Formula: C₉H₆N₂
• Molecular Weight: 142.16
• EINECS: 239-988-5
• Product Categories: blocks;Carboxes;IndolesOxindoles;Indoles and derivatives;Indole;Indole Derivatives;Indoles;Simple Indoles
• Mol File: 15861-36-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 130-132°C
• Boiling Point: 350 °C at 760 mmHg
• Flash Point: 121.9 °C
• Appearance: Off-white crystalline solid
• Density: 1.24 g/cm³
• Vapor Pressure: 4.51E-05mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Dichloromethane, Methanol
• PKA: 15.17±0.30(Predicted)
• Sensitive: Air & Light Sensitive
• BRN: 116502
• CAS DataBase Reference: 6-Cyanoindole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Cyanoindole(15861-36-6)
• EPA Substance Registry System: 6-Cyanoindole(15861-36-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 22-36/37-26
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 15861-36-6(Hazardous Substances Data)

Usage

Description

6-Cyanoindole, with the CAS number 15861-36-6, is an off-white crystalline solid that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure and properties make it a versatile building block for creating a wide range of complex organic molecules.

Uses

Used in Pharmaceutical Industry:
6-Cyanoindole is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to form a wide range of derivatives makes it a crucial component in the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 6-Cyanoindole is employed as a reagent for conducting various chemical reactions. Its unique properties allow researchers to explore new reaction pathways and develop innovative synthetic methods.
Used in Material Science:
6-Cyanoindole is used as a building block in the development of novel materials with specific properties. Its incorporation into the molecular structure of these materials can lead to enhanced performance characteristics, such as improved stability, reactivity, or selectivity.
Used in Dye and Pigment Industry:
6-Cyanoindole is used as a precursor in the synthesis of dyes and pigments. Its ability to form a variety of colored compounds makes it a valuable resource for creating new and vibrant colors for various applications, including textiles, plastics, and printing inks.
Used in Agrochemical Industry:
6-Cyanoindole is utilized as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides. Its unique chemical properties enable the development of new compounds with improved efficacy and selectivity, leading to more effective and environmentally friendly agricultural products.
Used in Electronics Industry:
In the electronics industry, 6-Cyanoindole is used in the development of advanced materials for electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Its incorporation into these materials can enhance their performance, leading to more efficient and durable electronic products.

InChI:InChI=1/C9H6N2/c10-6-7-1-2-8-3-4-11-9(8)5-7/h1-5,11H

Upstream product

• 61293-30-9 trans-4-[β-(dimethylamino)vinyl]-3-nitrobenzonitrile 
• 85864-09-1 6-cyano-1H-indole-2-carboxylic acid 
• 61293-30-9 4-((E)-2-Dimethylamino-vinyl)-3-nitro-benzonitrile 
• 939-79-7 4-cyano-2-nitrotoluene 
• 1018038-62-4 1H-indole-6-carbaldehyde oxime 
• 64-19-7 acetic acid 
• 1259448-44-6 C₁₂H₁₄F₃NO₃SSi 
• 1259448-50-4 C₁₂H₁₄F₃NO₃SSi 
• 17422-33-2 6-chloroindole 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 557-21-1 zinc(II) cyanide 
• 52415-29-9 6-bromo-1H-indole 
• 77287-34-4 formamide 
• 57-13-6 urea 

Downstream Products

• 1670-82-2 Indole-6-carboxylic acid 
• 83783-36-2 6-cyano-3-benzoylindole 
• 83783-34-0 3-acetyl-6-cyanoindole 
• 83783-33-9 (6-cyanoindol-3-yl)carboxaldehyde 
• 181184-09-8 6-cyano-3-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole 
• 882803-60-3 3-formyl-1H-indazole-6-carbonitrile 
• 889678-85-7 ethyl (E)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate 
• 889678-74-4 ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate 

Relevant articles and documents

Preparation method of 4', 6-diamidinyl-2-phenylindole dihydrochloride

The invention discloses a preparation method of 4', 6-diamidinyl-2-phenylindole dihydrochloride, which comprises the following steps: firstly, taking 6-substituted indole as a raw material, and reacting with formamide under the action of a reaction solvent and a first catalyst to prepare 6-cyano indole; then performing a reactionthe 6-cyanoindole and the 4-substituted cyanobenzene under the action of a second catalyst, and obtaining 6-cyano-2-(4 '-cyanophenyl) indole; using 6-cyano-2-(4'-cyanophenyl) indole as a raw material and reacting with alcohol containing a substituent group under the action of a third catalyst, and obtaining 4', 6-bis (substituent group-containing methyleneimic acid ester)-2-phenylindole dihydrochloride; finally, continuously reacting with ammonium chloride, and obtaining the 4', 6-diamidinyl-2-phenylindole dihydrochloride. The design route is reasonable in design, the process safety is high, the method is friendly to operators, the cost is low, and the requirement for industrial production of products can be fully met.

A carboxamide is the cyanogen source of aromatic nitrile to the preparation method of the (by machine translation)

The invention discloses a method for preparing aromatic nitrile, is under the action of the nickel catalyst, in order to carboxamide is the cyanogen source, and with various substituents haloarene coupled reactions, preparing aromatic nitrile. The reaction temperature is 100 - 160 °C, the reaction time is 6 - 24 hours. It overcomes the traditional aromatic nitrile of the synthesis method operation of complex steps, requires the use of a toxic, more expensive, functionalization of the cyanogen source as the reaction raw material and the like. Compared with the traditional method, this method is simple to use cheap, green non-toxic of the formamide is cyano sources; without the need of external dehydrating agent, formamide in the nickel catalyst of the catalytic dehydration at the same time, with a nickel catalyst in coordination with the halogenated aromatic hydrocyanation, more economic, high-efficiency, environmental protection; at the same time the method exhibits good substrate universality, to air, moisture, light are not sensitive, high yield, product separation and purification is simple, with wide application. (by machine translation)

A room temperature cyanation of (hetero)aromatic chlorides by an air stable nickel(II) XantPhos precatalyst and Zn(CN)2

A methodology for the synthesis of (hetero)aromatic nitriles from aryl chlorides at room temperature has been developed. This methodology uses an air and moisture stable nickel(ii) XantPhos precatalyst and Zn(CN)2 as the cyanide (CN-) source.