31161-46-3

Usage

Chemical Properties

Yellow to brown powder

InChI:InChI=1/C11H7BrOS/c12-10-7-6-9(14-10)11(13)8-4-2-1-3-5-8/h1-7H

Upstream product

• 1003-09-4 2-bromothiophene 
• 98-88-4 benzoyl chloride 
• 135-00-2 2-Benzoylthiophene 
• 162607-17-2 (5-bromothiophene-2-yl)boronic acid 
• 611-73-4 Benzoylformic acid 
• 98-86-2 acetophenone 

Downstream Products

• 61464-23-1 (5-bromothiophen-2-yl)(phenyl)methanol 
• 26059-21-2 phenyl-thiophen-2-yl-methanol 
• 16821-78-6 2-(methoxy(phenyl)methyl)thiophene 
• 135-00-2 2-Benzoylthiophene 
• 98215-99-7 2-Bromo-5-(methoxy-phenyl-methyl)-thiophene 
• 6861-51-4 phenyl 2-thienyl ketone dimethyl acetal 
• 101607-13-0 1-bromo-2-(5-bromo-[2]thienyl)-1,2-diphenyl-ethylene 
• 79505-22-9 5-benzoyl-2-cyanothiophene 
• 326799-09-1 1-(6-methyl-8-nitroquino-5-yl)-1'-(5-benzoylthien-2-yl)ferrocene 
• 326799-03-5 1-(2-nitropyrid-5-yl)-1'-(5-benzoylthien-2-yl)ferrocene 
• 326799-06-8 1-(8-methyl-6-nitroquino-5-yl)-1'-(5-benzoylthien-2-yl)ferrocene 
• 400736-14-3 1-(2-benzoylthien-5-yl)-1'-(tributylstannyl)ferrocene 
• 1187424-89-0 3,4-dipropyloxy-N₂,N₅-bis[(5-bromo-2-thienyl)(phenyl)methylidene]thiophene-2,5-dicarbohydrazide 
• 13858-68-9 phenyl (5-phenylthiophen-2-yl) methanone 

Relevant academic research and scientific papers

High electron mobility in solution-cast and vapor-deposited phenacyl-quaterthiophene-based field-effect transistors: Toward N-type polythiophenes

New carbonyl-functionalized quaterthiophenes, 5,5?-diperfluorophenylcarbonyl-2,2′:5′,2″:5″,2?-quaterthiophene [DFCO-4T], 5,5?-diphenyl-2,2′:5′,2″:5″,2?-quaterthiophene [DPCO-4T], and a polymer having the same basic motif as DFCO-4T, poly{1,4-bis[(3′-n-oct

K2S2O8activation by glucose at room temperature for the synthesis and functionalization of heterocycles in water

While persulfate activation at room temperature using glucose has primarily been focused on kinetic studies of the sulfate radical anion, the utilization of this protocol in organic synthesis is rarely demonstrated. We reinvestigated selected K2S2O8-mediated known organic reactions that invariably require higher temperatures and an organic solvent. A diverse, mild functionalization and synthesis of heterocycles using the inexpensive oxidant K2S2O8 in water at room temperature is reported, demonstrating the sustainability and broad scope of the method. Unlike traditional methods used for persulfate activation, the current method uses naturally abundant glucose as a K2S2O8 activator, avoiding the use of higher temperature, UV light, transition metals or bases.

Aroylation of Electron-Rich Pyrroles under Minisci Reaction Conditions

The development of Minisci acylation on electron-rich pyrroles under silver-free neutral conditions has been reported featuring the regioselective monoacylation of (NH)-free pyrroles. Unlike conventional Minisci conditions, the avoidance of any acid that could result in the polymerization of pyrroles was the key to success. The umpolung reactivity of the nucleophilic acyl radical, generated in situ from arylglyoxylic acid, could help explain the mechanism of product formation with electron-rich pyrroles. Alternatively, the nucleophilic substitution of the acyl radical on the electron-deficient pyrrole radical cation is proposed.

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Phenacyl-thiophene and quinone semiconductors designed for solution processability and air-Stability in high mobility n-channel field-effect transistors www.chemeurj.org

Electron-transporting organic semiconductors (n-channel) for fieldeffect transistors (FETs) that are processable in common organic solvents or exhibit air-stable operation are rare. This investigation addresses both these challenges through rational molecular design and computational predictions of n-channel (FETs) air-stability. A series of seven phenacyl-thiophene-based materials are reported incorporating systematic variations in molecular structure and reduction potential. These compounds are as follows: 5,5?-bis(perfluorophenylcarbonyl)-2,2′:5′,-2″:5″, 2?-quaterthiophene (1), 5,5?-bis-(phenacyl)-2,2′;5′, 2″: 5″,2?-quaterthiophene (2), poly[5,5?- (perfluorophenac-2-yl)-4′,4″-dioctyl-2,2':5',2":5", 2'"-quaterthiophene) (3), 5,5?-bis(perfluorophenacyl)-4,4?- dioctyl-2,2′:5′,2″:5″,2?-quaterthiophene (4), 2,7-bis((5-perfluorophenacyl)thiophen-2-yl)-9,10phenanthrenequinone (5), 2,7-bis[(5phenacyl)thiophen-2-yl]-9,10-phenanthrenequinone (6), and 2,7-bis(thiophen-2-yl)-9,10-phenanthrenequinone, (7). Optical and electrochemical data reveal that phenacyl functionalization significantly depresses the LUMO energies, and introduction of the quinone fragment results in even greater LUMO stabilization. FET measurements reveal that the films of materials 1, 3, 5, and 6 exhibit n-channel activity. Notably, oligomer 1 exhibits one of the highest, μe (up to ≈0.3 Cm 2V-1S-1) values reported to date for a solutioncast organic semiconductor; one of the first n-channel polymers, 3, exhibits μe ≈ 10-6 Cm2V -1S-1 in spin-cast films (μc = 0.02 cm 2 V-1S-1 for drop-cast 1:3 blend films); and rare air-stable n-channel material 5 exhibits n-channel FET operation with μe = 0.015 cm2V-1s-1, while maintaining a large Ion:off= 106 for a period greater than one year in air. The crystal structures of 1 and 2 reveal close herringbone interplanar π-stacking distances (3.50 and 3.43 A, respectively), whereas the structure of the model quinone compound, 7, exhibits 3.48 A cofacial π-stacking in a slipped, donor-acceptor motif.

CARBONYL-FUNCTIONALIZED THIOPHENE COMPOUNDS AND RELATED DEVICE STRUCTURES

Carbonyl-functionalized oligo/polythiophene compounds, and related semiconductor components and related device structures.

Palladium-catalyzed reactions of arylboron compounds with carboxylic acid chlorides

Reactions of sodium tetraarylborates and arylboronic acids with acyl chlorides in the presence of palladium salts afford non-symmetrical ketones in high yields under mild conditions.

Synthesis of unsymmetric ketones via ligandless Pd-catalyzed reaction of acyl chlorides with organoboranes

The cross-coupling reaction of sodium tetra-arylborates with acyl chlorides to give high yields of unsymmetric ketones has been carried out at 20°C in the presence of Pd(OAc)2 and Na2CO3 in dry or aqueous acetone. Under aqueous conditions arylboronic acids react smoothly with benzoyl chloride resulting in substituted benzophenones.

Process for the preparation of α-methyl-2-thiopheneacetic acid derivatives

Process for the preparation of derivatives having general formula (I) STR1 wherein the meaning of R will be defined in the text, characterized by the reaction between a compound having formula STR2 wherein X is an halogen, and an alkaline salt of a methyl dialkylmalonate.

Process for producing acylaromatic compounds

Acylaromatic compounds STR1 (Q: aromatic compound residue; R: straight, branched or cyclic aliphatic group, aromatic group or araliphatic group) are prepared in high yield by a reaction, in the presence of a boron trifluoride complex catalyst, of an aromatic compound with STR2 (X: H, Cl, Br; Y: Cl, Br) or with RCOOH in the presence of (XYCHCO)2 O.