19404-23-0

Basic information

• Product Name: 3-Methyl-benzo[b]thiophene-5-carbonitrile
• Synonyms: 3-Methyl-benzo[b]thiophene-5-carbonitrile;3-Methyl-1-benzothiophene-5-carbonitrile
• CAS NO: 19404-23-0
• Molecular Formula: C₁₀H₇NS
• Molecular Weight: 173.23428
• Mol File: 19404-23-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 327.548 °C at 760 mmHg
• Flash Point: 151.896 °C
• Appearance: /
• Density: 1.234 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.657
• CAS DataBase Reference: 3-Methyl-benzo[b]thiophene-5-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-benzo[b]thiophene-5-carbonitrile(19404-23-0)
• EPA Substance Registry System: 3-Methyl-benzo[b]thiophene-5-carbonitrile(19404-23-0)

Safety Data

• Hazardous Substances Data: 19404-23-0(Hazardous Substances Data)

Usage

General Description

3-Methyl-benzo[b]thiophene-5-carbonitrile is an organic compound with the chemical formula C10H7NS. It is a white to light yellow crystalline solid that is insoluble in water but soluble in organic solvents. This chemical is used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also used in research and development as a starting material for the preparation of various organic compounds. 3-Methyl-benzo[b]thiophene-5-carbonitrile has potential applications in the field of medicinal chemistry and material science due to its unique chemical structure and properties.

InChI:InChI=1/C10H7NS/c1-7-6-12-10-3-2-8(5-11)4-9(7)10/h2-4,6H,1H3

Upstream product

• 19404-18-3 5-chloro-3-methylbenzo(b)thiophene 
• 57-13-6 urea 
• 1196-09-4 5-bromo-3-methylbenzo[b]thiophene 

Relevant articles and documents

Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species

Cyano-containing compounds constitute important pharmaceuticals, agrochemicals and organic materials. Traditional cyanation methods often rely on the use of toxic metal cyanides which have serious disposal, storage and transportation issues. Therefore, there is an increasing need to develop general and efficient catalytic methods for cyanide-free production of nitriles. Here we report the reductive cyanation of organic chlorides using CO2/NH3 as the electrophilic CN source. The use of tridentate phosphine ligand Triphos allows for the nickel-catalyzed cyanation of a broad array of aryl and aliphatic chlorides to produce the desired nitrile products in good yields, and with excellent functional group tolerance. Cheap and bench-stable urea was also shown as suitable CN source, suggesting promising application potential. Mechanistic studies imply that Triphos-Ni(I) species are responsible for the reductive C-C coupling approach involving isocyanate intermediates. This method expands the application potential of reductive cyanation in the synthesis of functionalized nitrile compounds under cyanide-free conditions, which is valuable for safe synthesis of (isotope-labeled) drugs.