4927-10-0

Basic information

• Product Name: 1,1'-(thiophene-2,5-diyl)bisethan-1-one
• Synonyms: 1,1'-(thiophene-2,5-diyl)bisethan-1-one;2,5-Diacetylthiophene;1-(5-acetyl-2-thienyl)ethanone;1-(5-acetylthiophen-2-yl)ethanone;1-(5-ethanoylthiophen-2-yl)ethanone
• CAS NO: 4927-10-0
• Molecular Formula: C₈H₈O₂S
• Molecular Weight: 168.21292
• EINECS: 225-556-3
• Mol File: 4927-10-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 171-173℃
• Boiling Point: 306.2°Cat760mmHg
• Flash Point: 139°C
• Appearance: /
• Density: 1.184
• CAS DataBase Reference: 1,1'-(thiophene-2,5-diyl)bisethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-(thiophene-2,5-diyl)bisethan-1-one(4927-10-0)
• EPA Substance Registry System: 1,1'-(thiophene-2,5-diyl)bisethan-1-one(4927-10-0)

Safety Data

• Hazardous Substances Data: 4927-10-0(Hazardous Substances Data)

Usage

General Description

1,1'-(thiophene-2,5-diyl)bisethan-1-one is a chemical compound with the molecular formula C10H10OS and a molecular weight of 186.25 g/mol. It is a yellow solid with a strong odor and is commonly used in the production of pharmaceutical drugs, dyes, and other organic compounds. 1,1'-(thiophene-2,5-diyl)bisethan-1-one is primarily used as a precursor in the synthesis of thiophene-containing organic materials, which have various applications in the field of materials science and organic electronics. It is also utilized as a building block in the development of new pharmaceuticals and agrochemicals due to its ability to form strong covalent bonds with other organic molecules. Additionally, 1,1'-(thiophene-2,5-diyl)bisethan-1-one has potential applications in the field of organic optoelectronics due to its electron-rich nature and unique molecular structure.

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 18614-21-6 cis-tetrahydro-thiophene-2,5-dicarboxylic acid-dichloride 
• 188290-36-0 thiophene 
• 127-19-5 N,N-dimethyl acetamide 
• 88-15-3 2-Acetylthiophene 
• 114773-97-6 2-(α-methoxyimino)ethylthiophene 
• 1956-45-2 2-acetylthiophene oxime 
• 1423-60-5 methyl ethynyl ketone 
• 114774-08-2 5-acetyl-2-(α-methoxyimino)ethylthiophene 
• 108-24-7 acetic anhydride 
• 3141-27-3 2,5-dibromothiophen 

Downstream Products

• 200337-67-3 (S)-(-)-2-acetyl-5-(1-hydroxyethyl)thiophene 

Relevant articles and documents

Synthesis of thiophene-pyrrole mixed oligomers end-capped with hexyl group for field-effect transistors

Mixed thiophene-N-methylpyrrole oligomers composed of the five and six heterocycles and hexyl substituents at both ends were synthesized, and their structural, electronic, and field-effect properties were investigated. These oligomers behaved as good p-ty

Hydrogen-bond-directed catalysis: Faster, regioselective and cleaner heck arylation of electron-rich olefins in alcohols

A general method for the regioselective Heck reaction of electronrich olefins is presented. Fast, highly regioselective Pd-catalysed α-arylation of electron-rich olefins, vinyl ethers (1a-d), hydroxyl vinyl ethers (1e,f), enamides (1g,h) and a substituted vinyl ether (1i) has been accomplished with a diverse range of aryl bromides (2a-r), for the first time, in cheap, green and easily available alcohols with no need for any halide scavengers or salt additives. The reaction proceeds with high efficiency, leading exclusively to the a-products, in 2-propanol and particularly in ethylene glycol. In the latter, the arylation can be catalysed at a palladium loading of 0.1 mol% and finish in as short a time as 0.5 h. The remarkable performance of the alcohol solvents in promoting a regiocontrol is attributed to their hydrogen-bond- donating capability, which is believed to facilitate the dissociation of halide anions from PdII, and hence, the generation of a key ionic Pd II-olefin intermediate responsible for the a product. This belief is further strengthened by the study of a benchmark arylation reaction in 21 different solvents. The study revealed that exclusive α-regioselective arylation takes place in almost all of the protic solvents, and there is a rough correlation between the α-arylation rates and the solvent parameter ETN. The method is simpler, cleaner and more general than those established thus far.

Thiophene derivatives and methods for producing the same

Novel compounds, 2-(α-alkoxyimino)ethylthiophenes are susceptible to electrophilic substitution reactions, and the acetylation, nitration, sulfonation and halogenation of the compounds provide 5-acetyl-2-(α-alkoxyimino)ethylthiophenes, 5-nitro-2-(α-alkoxyimino)ethylthiophenes, 5-(α-alkoxyimino)ethyl-2-thiophenesulfonic acid and 5-halo-2-(α-alkoxyimino)ethylthiophenes, respectively. The hydrolysis of 5-acetyl-2-(α-alkoxyimino)ethylthiophenes readily provides a known compound, 2,5-diacetylthiophene which is an important intermediate for the production of medicines, whereas the haloform reaction provides novel compounds, 5-(α-alkoxyimino)ethyl-2-thiophenecarboxylic acids, the hydrolysis of which compounds readily provides a known compound, 5-acetyl-2-thiophenecarboxylic acids, an important intermediate for the production of medicines. The hydrolysis of 5-(α-alkoxyimino)ethyl-2-thiophenesulfonic acids and their salts provide novel 5-acetyl-2-thiophenesulfonic acid and its salts, respectively. Novel compounds, 2-(α-alkoxyimino)ethylthiophenes are obtained either by 0-alkylation of 2-acetylthiophene oxime or by directly reacting 2-acetylthiophene with an 0-alkylhydroxylamine.