26453-81-6

Basic information

• Product Name: Di(3-thienyl) ketone
• Synonyms: 3,3'-Carbonylbis(thiophene);3,3'-Carbonylbisthiophene;Bis(3-thienyl) ketone;Bis(3-thienyl)methanone;Di(3-thienyl) ketone;Di(thiophen-3-yl)methanone
• CAS NO: 26453-81-6
• Molecular Formula: C₉H₆OS₂
• Molecular Weight: 194.27334
• Mol File: 26453-81-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 83-88°C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Di(3-thienyl) ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Di(3-thienyl) ketone(26453-81-6)
• EPA Substance Registry System: Di(3-thienyl) ketone(26453-81-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 26453-81-6(Hazardous Substances Data)

Upstream product

• 872-31-1 3-Bromothiophene 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 6165-69-1 Thien-3-ylboronic acid 
• 88-13-1 3-Thiophene carboxylic acid 
• 10486-61-0 3-thienyl iodide 
• 13939-06-5 molybdenum hexacarbonyl 
• 39684-36-1 2-oxo-2-(thiophen-3-yl)acetic acid 
• 1262833-38-4 thiophen-3-yl-hydrazine 
• 64-18-6 formic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 188755-01-3 3-thienylzinc bromide 
• 201230-82-2 carbon monoxide 
• 31936-92-2 1,1-di(thien-3-yl)-methanol 
• 123209-10-9 N-aniline 

Downstream Products

• 25796-77-4 4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one 

Relevant articles and documents

Synthesis and basic properties of tetrathieno[2,3-a:3′,2′-c: 2″,3″-f:3a€?,2a€?-h]naphthalene: A new π-conjugated system obtained by photoinduced electrocyclization- dehydrogenation reactions of tetra(3-thienyl)ethene

A method for the synthesis of tetrathieno[2,3-a:3′,2′-c: 2″,3″-f:3a€?,2a€?-h]naphthalene (3), utilizing photoinduced electrocyclization-dehydrogenation reactions of tetra(3-thienyl)ethene (1), was developed. Photoirradiation of a toluene or CHCl3 solution of 1, containing a small amount of I2, leads to modestly efficient production of 3. In contrast to the UV-vis absorption property of the typical p-type organic transistor material pentacene, that of 3 does not experience a time-dependent change under aerated conditions, indicating that 3 has high stability against molecular oxygen. The results of X-ray crystallographic analysis demonstrate that 3 possesses a columnar crystalline structure in which molecules are aligned in a face-to-face manner with a high degree of the π-π overlap between adjacent molecules. This phenomenon should result in efficient charge-carrier transport properties of the crystalline form of this substance.

Ligand-free Palladium-Catalyzed Carbonylative Suzuki Coupling of Aryl Iodides in Aqueous CH3CN with Sub-stoichiometric Amount of Mo(CO)6 as CO Source

A new method for the synthesis of diaryl and heterodiaryl ketones has been established based on the palladium-catalyzed carbonylative Suzuki coupling approach with sub-stoichiometric Mo(CO)6 as CO source. Using 0.5 mol% of Pd(TFA)2 as catalyst, 0.5 equivalent of Mo(CO)6 as solid carbonyl reagent and 3 equivalent of K3PO4 as base, a wide range of functionalized (hetero)aryl iodides and (hetero)aryl boronic acids could smoothly proceed the carbonylative cross-coupling reaction in aqueous CH3CN at 50 °C, affording the corresponding ketones in good to excellent yields. The newly developed method was easy to operate under mild conditions with high efficiency. (Figure presented.).

Nickel-Catalyzed Molybdenum-Promoted Carbonylative Synthesis of Benzophenones

A nickel-catalyzed molybdenum-promoted carbonylative coupling reaction for the synthesis of benzophenones from aryl iodides has been developed. Various substituted diaryl ketones were synthesized in moderate to excellent yields under CO-gas-free conditions. A synergetic effect of both nickel and molybdenum has been observed, which is also responsible for the success of this transformation.