16563-14-7

Usage

Uses

Used in Chemical Synthesis Industry:
4-Cyano-3-tetrahydrothiophenone is used as a synthetic intermediate for the production of various chemical compounds. Its unique structure and reactivity make it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
4-Cyano-3-tetrahydrothiophenone is used as a building block in the development of new pharmaceutical compounds. Its presence in the molecular structure can contribute to the desired biological activity and therapeutic effects of the final drug product.
Used in Agrochemical Industry:
4-Cyano-3-tetrahydrothiophenone is used as a key component in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds in agricultural settings.
Used in Specialty Chemicals Industry:
4-Cyano-3-tetrahydrothiophenone is used as a raw material in the production of specialty chemicals, which can have applications in various industries, such as plastics, coatings, and textiles. Its versatility in chemical reactions allows for the creation of innovative and high-performance materials.

Upstream product

• 2365-48-2 Methyl thioglycolate 
• 107-13-1 acrylonitrile 

Downstream Products

• 61325-09-5 3-(4-Methylthio-2-nitroanilino)-2,5-dihydrothiophene-4-nitrile 
• 74137-91-0 4-(4-Methoxy-2-nitro-phenylamino)-2,5-dihydro-thiophene-3-carbonitrile 
• 214542-51-5 2-(3-Chloro-phenyl)-2,6-dihydro-4H-thieno[3,4-c]pyrazol-3-ylamine 
• 214542-49-1 2-(4-Methoxy-phenyl)-2,6-dihydro-4H-thieno[3,4-c]pyrazol-3-ylamine 
• 95469-88-8 2-phenyl-4,6-dihydro-2H-thieno[3,4-c]pyrazol-3-amine 
• 214542-52-6 2-(4-chlorophenyl)-2,6-dihydro-4H-thieno[3,4-c]pyrazol-3-amine 
• 214542-59-3 2-tert-butyl-2,6-dihydro-4H-thieno[3,4-c]pyrazol-3-amine 
• 214542-60-6 4-(2-Phenylhydrazino)-2,5-dihydrothiophene-3-carbonitrile 
• 104239-08-9 3-Benzyl-4-oxo-tetrahydro-thiophene-3-carbonitrile 
• 1028843-24-4 4,6-dihydro-1H-thieno[3,4-c]pyrazol-3-amine 
• 61325-28-8 3-(2-Aminoanilino)-2,5-dihydrothiophene-4-nitrile 
• 1276689-08-7 4-cyano-3-(2-ethylhexyloxy)thiophene 
• 122131-82-2 1,3-Dioxo-2-phenyl-2,3,3a,4,7,7a-hexahydro-1H-isoindole-5-carbonitrile 
• 122131-80-0 4-Cyano-cyclohexa-1,4-diene-1,2-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

Unprecedented Demonstration of Regioselective SEAr Reaction giving Unsymmetrical Regioregular Oligothiophenes

Aromatization of 4-cyano-3-oxotetrahydrothiophene by sulfuryl chloride gives the new building block 4-cyano-3-pyrrolidylthiophene, which forms unsymmetrical regioregular oligothiophenes with a strict alternation of the donor and acceptor groups along the conjugated system. The self-coupling reactions that form the oligomers are shown to proceed by a regioselective electrophilic aromatic substitution mechanism involving a stabilized Wheland intermediate. First alternate: Regioregular oligothiophenes based on the 3-pyrrolidyl-4-cyanothiophene building block, with a strict alternation of the donor and acceptor groups along the conjugated backbone, have been prepared in one step. The mechanism of formation of the oligomers corresponds to a regioselective self-electrophilic aromatic substitution (self-SEAr) involving a stabilized Wheland intermediate.

A New Simple Synthesis of α-Substituted Acrylonitriles

An efficient preparation of α-substituted acrylonitriles 6 based on the utilization of 4-cyano-3-ketothiolane enolate anion (3) as a synthetic equivalent to α-acrylonitrile anion (1) is described.