6454-03-1

Basic information

• Product Name: Methanone, benzo[b]thien-3-ylphenyl-
• Synonyms: 3-benzoylbenzo[b]thiophene;benzo[b]thiophen-3-yl-phenyl-methanone;3-benzothienyl(phenyl)methanone;benzo[b]thien-3-ylphenyl-methanone;Benzo[b]thiophen-3-yl-phenyl-keton;benzo[b]thiophen-3-yl-phenyl ketone
• CAS NO: 6454-03-1
• Molecular Formula: C15H10OS
• Molecular Weight: 238.31
• Mol File: 6454-03-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 53 °C
• CAS DataBase Reference: Methanone, benzo[b]thien-3-ylphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, benzo[b]thien-3-ylphenyl-(6454-03-1)
• EPA Substance Registry System: Methanone, benzo[b]thien-3-ylphenyl-(6454-03-1)

Safety Data

• Hazardous Substances Data: 6454-03-1(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 95-15-8 Benzo[b]thiophene 
• 71-43-2 benzene 
• 65628-41-3 3-benzothienyl(phenyl)methanol 
• 36967-85-8 benzoyl triflate 
• 65-85-0 benzoic acid 
• 532-32-1 sodium benzoate 
• 7342-82-7 3-Bromothianaphthene 
• 98-88-4 benzoyl chloride 
• 5381-20-4 benzothiophene-3-carboxaldehyde 
• 17763-67-6 Phenyl triflate 
• 98-80-6 phenylboronic acid 
• 536-74-3 phenylacetylene 
• 1334426-42-4 1-(methylsulfinyl)-2-(2-phenylethynyl)benzene 

Relevant articles and documents

A palladium-catalyzed C-H functionalization route to ketones: Via the oxidative coupling of arenes with carbon monoxide

We describe the development of a new palladium-catalyzed method to generate ketones via the oxidative coupling of two arenes and CO. This transformation is catalyzed by simple palladium salts, and is postulated to proceed via the conversion of arenes into high energy aroyl triflate electrophiles. Exploiting the latter can also allow the synthesis of unsymmetrical ketones from two different arenes.

Aerobic oxidation of alcohols with air catalyzed by decacarbonyldimanganese

The oxidation of alcohols to carbonyl compounds using air as the terminal oxidant is highly desirable. As described in previous reports, the abstraction of α-H of the alcohol is the most important step, and it typically requires not only a metal catalyst but also complex ligands, co-catalysts and bases. Herein, we report a practical and efficient method for the oxidation of primary alcohols, secondary alcohols, 1,2-diols, 1,2-amino alcohols, and other α-functionalized alcohols using a commercially available catalyst, Mn2(CO)10, and no additives. Preliminary mechanistic studies indicated that an alkoxyl radical intermediate existed in our system, and a plausible mechanism consistent with the experimental results and literature was proposed.

A Nickel-Catalyzed Carbonyl-Heck Reaction

The use of transition-metal catalysis to enable the coupling of readily available organic molecules has greatly enhanced the ability of chemists to access complex chemical structures. In this work, an intermolecular coupling reaction that unites organotriflates and aldehydes is presented. A unique catalyst system is identified to enable this reaction, featuring a Ni0 precatalyst, a tridentate Triphos ligand, and a bulky amine base. This transformation provides access to a variety of ketone-containing products without the selectivity- and reactivity-related challenges associated with more traditional Friedel–Crafts reactions. A Heck-type mechanism is postulated, wherein the π bond of the aldehyde takes the role of the olefin in the insertion/elimination steps.