32327-71-2

Usage

Uses

Used in Pharmaceutical Industry:
3-(4-Chlorophenyl)propionitrile is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 3-(4-Chlorophenyl)propionitrile is employed as an intermediate in the production of agrochemicals, such as pesticides and herbicides, to enhance crop protection and yield.
Used in Organic Synthesis:
3-(4-Chlorophenyl)propionitrile is utilized as a building block in organic synthesis, allowing for the creation of a wide range of organic compounds with diverse applications in various industries.
Used in Chemical Reactions:
As a reagent in chemical reactions, 3-(4-Chlorophenyl)propionitrile plays a crucial role in facilitating specific transformations and processes, contributing to the advancement of chemical research and development.

InChI:InChI=1/C9H8ClN/c10-9-5-3-8(4-6-9)2-1-7-11/h3-6H,1-2H2

Upstream product

• 542-76-7 3-Chloropropionitrile 
• 108-90-7 chlorobenzene 
• 50709-88-1 3-(4-chlorophenyl)-2-phenylsulfonyl-2-propenenitrile 
• 873-76-7 para-Chlorobenzyl alcohol 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 1878-66-6 4-chlorophenylacetic Acid 
• 7677-24-9 trimethylsilyl cyanide 
• 1073-67-2 4-vinylbenzyl chloride 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 104-88-1 4-chlorobenzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 107-13-1 acrylonitrile 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 141421-65-0 2-[2-(4-Chloro-phenyl)-ethyl]-7-hydroxy-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 101302-85-6 6-[2-(4-Chloro-phenyl)-ethyl]-3H-[1,3,4]thiadiazolo[3,2-a][1,2,3]triazolo[4,5-d]pyrimidin-9-one 
• 100987-59-5 7-Amino-2-[2-(4-chloro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141421-87-6 2-[2-(4-Chloro-phenyl)-ethyl]-7-hydroxy-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141422-08-4 7-Chloro-2-[2-(4-chloro-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 149922-17-8 ethyl 3-(4-chlorophenyl)propionimidate hydrochloride 
• 18655-50-0 3-(4-chlorophenyl)propylamine 
• 1883711-97-4 1-((3-(4-chlorophenethyl)-1,2,4-oxadiazol-5-yl)methyl)-7-methyl-1H-purin-6(7H)-one 

Relevant academic research and scientific papers

Nickel/Cobalt-Catalyzed Reductive Hydrocyanation of Alkynes with Formamide as the Cyano Source, Dehydrant, Reductant, and Solvent

A Ni/Co co-catalyzed reductive hydrocyanation of various alkynes was developed for the production of saturated nitriles. Hydrocyanic acid is generated in situ from safe and readily available formamide. Formamide played multiple roles as a cyano source, dehydrant, and reductant for the NiII pre-catalyst and vinyl nitriles, along with acting as the co-solvent in this reaction. Detailed mechanistic investigation supported a pathway via hydrocyanation of C≡C bond and the subsequent reduction of C=C bond. Wide substrate scope, the employment of a cheap and stable nickel salt as pre-catalyst, a safe cyano source and convenient experimental operation render this hydrocyanation practical for the laboratory synthesis of saturated nitriles. (Figure presented.).

A Titanium-Catalyzed Reductive α-Desulfonylation

A titanium(III)-catalyzed desulfonylation gives access to functionalized alkyl nitrile building blocks from α-sulfonyl nitriles, circumventing traditional base-mediated α-alkylation conditions and strong single electron donors. The reaction tolerates numerous functional groups including free alcohols, esters, amides, and it can be applied also to the α-desulfonylation of ketones. In addition, a one-pot desulfonylative alkylation is demonstrated. Preliminary mechanistic studies indicate a catalyst-dependent mechanism involving a homolytic C?S cleavage.

Visible- And UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts

Photoinduced decarboxylative radical reactions of benzoic acids with electron-deficient alkenes, diborane, and acetonitrile under organic photoredox catalysis conditions and mild heating afforded adducts, arylboronate esters, and the reduction product, respectively. The reaction is thought to involve single-electron transfer promoted the generation of aryl radicals via decarboxylation. A diverse range of benzoic acids were found to be suitable substrates for this photoreaction. Only our two-molecule organic photoredox system can work well for the direct photoinduced decarboxylation of benzoic acids.

Transition-metal-free Intramolecular C-H amination of sulfamate esters and: N -alkylsulfamides

The transition-metal-free intramolecular C-H amination of sulfamate esters using iodine oxidants, tert-butyl hypoiodite (t-BuOI) and N-iodosuccinimide (NIS) is reported. A method using NIS was also successfully applied to the oxidative cyclization of N-alkylsulfamides.

Synthesis of Nitriles from Aldehydes with Elongation of the Molecule with Two Carbon Atoms

A new protocol for the synthesis of nitriles from carbonyl compounds with elongation of the molecule with two carbon atoms was developed. It involves a reaction of ethyl cyanoacetate with different aldehydes in the presence of iron pentacarbonyl as a redu

A strategy for generating aryl radicals from arylborates through organic photoredox catalysis: Photo-Meerwein type arylation of electron-deficient alkenes

Photoinduced reactions of arylboronic acids with electron deficient alkenes under mild organic photoredox catalysis conditions lead to the formation of Meerwein arylation type adducts via the generation of aryl radicals.

Formal reductive addition of acetonitrile to aldehydes and ketones

An efficient and highly productive rhodium-catalyzed method for the synthesis of nitriles employing aldehydes or ketones, methyl cyanoacetate, water and carbon monoxide as starting materials has been developed. Simple rhodium chloride without any ligands can be used. The fine tuning of the substrate can lead to the activity higher than 5000 TON.

Tris(trimethylsilyl)silane-mediated reductive decyanation and cyano transfer reactions of malononitriles

Reductive decyanation reactions of malononitriles were achieved with tris(trimethylsilyl)silane as a radical mediator. The reaction proceeds via a radical chain mechanism involving a silyl radical addition to the malononitrile to form an imidoyl radical followed by α-cleavage to give a silyl isocyanide and an α-cyano radical. The reaction of a 3-butenyl-substituted malononitrile afforded a decyano/cyanosilylation product in good yield through 1,4-cyano transfer.

Efficient nickel-catalyzed hydrocyanation of alkenes using acetone cyanohydrin as a safer cyano source

An active nickel catalyst prepared in situ from a Ni(II) compound, phosphine ligand, and zinc powder was found to be an efficient catalyst system for the hydrocyanation of various alkenes using acetone cyanohydrin as a safer cyano source. The combination of NiCl2·6H2O and 1,3-bis(diphenylphosphino)propane was the most efficient catalyst precursor in DMF. Under the optimized conditions, various styrenes, heterocyclic alkenes, and aliphatic alkenes were converted to their corresponding nitriles in excellent yields.

Deboronative cyanation of potassium alkyltrifluoroborates: Via photoredox catalysis

A photoredox catalytic method was developed for the direct cyanation of alkyltrifluoroborates. This reaction provides a new and useful transformation of the easily available alkyltrifluoroborates. The photocatalytic reaction can tolerate a variety of functional groups with mild reaction conditions. Mechanistic investigations are consistent with the present reaction following a radical pathway.