5307-86-8

Usage

Uses

Used in Pharmaceutical Industry:
3-[(4-CHLOROPHENYL)THIO]PROPANENITRILE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
3-[(4-CHLOROPHENYL)THIO]PROPANENITRILE is utilized as an intermediate in the production of agrochemicals, playing a role in the creation of pesticides and other agricultural chemicals to protect crops and enhance yields.
Used in Cancer Research:
3-[(4-CHLOROPHENYL)THIO]PROPANENITRILE is employed in biological studies as a compound of interest for its potential activity against cancer, warranting further investigation into its mechanisms of action and therapeutic potential.
Used in Chemical Research and Development:
3-[(4-CHLOROPHENYL)THIO]PROPANENITRILE serves as a subject of research for understanding its properties, reactivity, and potential applications in various chemical processes and innovations.

InChI:InChI=1/C9H8ClNS/c10-8-2-4-9(5-3-8)12-7-1-6-11/h2-5H,1,7H2

Upstream product

• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 107-13-1 acrylonitrile 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 6310-27-6 3-[(4-chlorophenyl)sulfanyl]propanoic acid 
• 90396-00-2 p-chlorophenylsulfonylpropionic acid 

Relevant academic research and scientific papers

Reduction cleavage of S-S bond by Zn/Cp2tiCl2: Application for the synthesis of β-arylthiocarbonyl compounds

Diaryl disulfides were reduced efficiently by a Zn/Cp2TiCl 2 system at room temperature in dry THF to give the corresponding nucleophilic sulfur anion-titanocene complex, followed by reaction with α, β-unsaturated esters (ketones or nitriles) to afford the corresponding β-arylthioesters(ketone or nitrile) in good yields.

Efficient synthesis of β-alkyl/arylsulfanyl carbonyl compounds by In-TMSCl-promoted cleavage of dialkyl/diaryl disulfides and subsequent Michael addition

A convenient and efficient procedure for the synthesis of β-alkyl/arylsulfanyl carbonyl compounds has been developed by a simple one-pot reaction of dialkyl/diaryl sulfides with α,β-unsaturated aldehydes, ketones, carboxylic esters, and nitriles in presence of indium and trimethylsilyl chloride under sonication. Copyright Taylor & Francis Group, LLC.

Indium(I) iodide promoted cleavage of dialkyl disulfides - Application of the Michael addition of thiolate anions to conjugated carbonyl compounds and regioselective ring opening of epoxides

Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions that then undergo facile addition to α,β-unsaturated ketones, aldehydes, carboxylic esters, and nitriles under neutral conditions producing corresponding β-ketosulfides or β-cyanosulfides. This strategy has also been used for the regioselective nucleophilic ring opening of epoxides by thiolate anions in presence of indium(III) chloride producing corresponding β-hydroxyphenyl sulfides. The reactions are in general, very clean, high yielding, and reasonably fast. Thus, simple and convenient procedures for the synthesis of β-ketosulfides or β-cyanosulfides and β-hydroxyalkyl sulfides have been developed using this cleavage reaction.

Study of the Michael addition of β-cyclodextrin-thiol complexes to conjugated alkenes in water

An environmentally benign and highly efficient supramolecular Michael addition of thiols from the secondary side of β-cyclodextrin to α,β-unsaturated compounds at the primary side in water is described in quantitative yields; products of undesirable side

A simple and green procedure for the conjugate addition of thiols to conjugated alkenes employing polyethylene glycol (PEG) as an efficient recyclable medium

Polyethylene glycol (PEG) is found to be an inexpensive, nontoxic, environmentally friendly reaction medium for the conjugate addition of thiols to conjugated alkenes to afford the corresponding adducts in excellent yields under mild and neutral condition

Indium(I) iodide-promoted cleavage of dialkyl disulfides and subsequent Michael addition of thiolate anions to conjugated carbonyl compounds

Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions which then undergo facile addition to α,β-unsaturated ketones, aldehydes, carboxylic esters and nitriles under neutral conditions producing corresponding β-keto or β-cyano

Pyrolysis of Sulfoxide Bearing Electron-Withdrawing Substituents on β-Position in S-Ethyl Group of Ethyl Phenyl Sulfoxide

In order to obtain information concerning the reaction mechanism of the pyrolysis of a sulfoxide bearing an electron-withdrawing substituent on the β-position in the S-ethyl group of ethyl phenyl sulfoxide, 2-(substituted phenyl)ethyl aryl sulfoxides (1) and 2-cyanoethyl (substituted phenyl)sulfoxides (2) were pyrolyzed.The rate-enhancing effect of the β-phenyl group of 1 was small.The activation enthalpy and entropy of 1 were found to be 110 kJ mol-1 and -45 JK-1mol-1, respectively.Hammett plots for 1 gave positive trends for the substituents, both on the β-phenyl group (ρ=0.76) and on the S-phenyl group (ρ=0.32), though the ρ-value of the latter was about half of the former.On the other hand, the Hammett plot for 2 did not give a straight line, but a concave curve in which a series of substituents from the p-OCH3 to p-Cl groups gave a negative trend (ρ=-0.49), while the p-NO2 group afforded a positive trend.The pyrolytic rate of 2 was found to be about 23-times faster than that of 1 at 100 deg C.The kinetic isotope effect for β-position hydrogen in the β-phenylethyl group of 1 was considerably large (kH/kD=4.3).From the obtained results, it was suggested that the pyrolysis of 1 and 2 proceeds via a nearly carbanion-like mechanism in a five-membered cyclic transition state.

Phenylsulphinyl-amidine derivatives

Phenylsulphinyl derivatives of the formula STR1 in which R1 represents hydrogen or one or more identical or different substituents, Alk represents a C2 -C4 hydrocarbon radical with a linear or branched chain, and A represe