2012-81-9

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Chlorophenyl)-3-methylbutyronitrile is used as a building block for the synthesis of various drugs and compounds. Its unique structure allows for the creation of new chemical entities with potential therapeutic applications.
Used in Research and Development:
In the field of research and development, 2-(4-Chlorophenyl)-3-methylbutyronitrile serves as a reagent in chemical reactions, enabling the synthesis of novel compounds with potential applications in various industries.
Used in Organic Chemical Synthesis:
Due to its versatile chemical nature, 2-(4-Chlorophenyl)-3-methylbutyronitrile is utilized in the production and development of various organic chemical products, contributing to the advancement of the chemical industry.

InChI:InChI=1/C11H12ClN/c1-8(2)11-7-10(12)4-3-9(11)5-6-13/h3-4,7-8H,5H2,1-2H3

Upstream product

• 622-95-7 4-chlorobenzyl bromide 
• 4395-87-3 (4-isopropylphenyl)acetonitrile 
• 75-26-3 isopropyl bromide 
• 140-53-4 p-chlorobenzyl cyanide 
• 75-29-6 isopropyl chloride 
• 14774-78-8 4-chlorophenyl lithium 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 2012-74-0 2-(4-chlorophenyl)-3-methylbutyric acid 
• 55332-38-2 S-isopropyl-4-chlorophenylacetic acid 
• 69741-69-1 2-(4-chlorophenyl)-3-methylbutyramide 
• 70124-98-0 2-(4'-hydroxyphenyl)-3-methylbutanoic acid 
• 131691-15-1 2-(4-Chloro-phenyl)-3-methyl-butyric acid 3-methyl-4-oxo-2-phenyl-4H-chromen-7-yl ester 
• 131691-14-0 flavone-7-yl α-isopropyl-4-chlorophenylacetate 
• 131691-10-6 2-(4-Chloro-phenyl)-3-methyl-butyric acid 2-(2-methyl-5-nitro-imidazol-1-yl)-ethyl ester 
• 131691-17-3 6-chlorocoumarin-4-yl α-isopropyl-4-chlorophenylacetate 
• 131691-16-2 2-(4-Chloro-phenyl)-3-methyl-butyric acid 2-oxo-2H-chromen-4-yl ester 
• 120352-45-6 2-(4-Chloro-phenyl)-2-isopropyl-5-{[3-(3-methoxy-phenoxy)-propyl]-methyl-amino}-pentanenitrile 
• 120351-84-0 2-(1-methylethyl)-5-oxo-2-(4-chlorophenyl)pentane nitrile 
• 120352-19-4 2-(4-Chloro-phenyl)-2-isopropyl-5-[3-(3-methoxy-phenoxy)-propylamino]-pentanenitrile 
• 51631-50-6 2-(4-chlorophenyl)-3-methyl-(2SR)-butanoyl chloride 
• 51630-58-1 FENVALERATE 

Relevant academic research and scientific papers

Novelties of solid-liquid phase transfer catalysed synthesis of α-isopropyl-p-chlorophenyl acetonitrile from p-chlorophenyl acetonitrile

C-Alkylation is an important class of synthetic reaction employed in the fine chemical industry. Although a number of C-alkylation reactions are reported under liquid-liquid (L-L) phase transfer catalysis (PTC) leading to intensification of reaction rates, there is a dearth of information on similar reactions under the solid-liquid (S-L) PTC including kinetics and mechanism. S-L PTC offers higher rates of reaction and better selectivities to the desired product vis-a-vis L-L PTC. This contribution reports the novelties of S-L PTC for C-alkylation of p-chlorophenyl acetonitrile to α-isopropyl-p-chlorophenyl acetonitrile which is an important intermediate in the synthesis of a pyrethroid insecticide named fenvalerate. p-Chlorophenyl acetonitrile can be mono- or dialkylated, depending on the reaction conditions, and it is a versatile synthetic intermediate in the sense that the nitrile function can be hydrolysed, reduced, or added to by organometallics after an alkylation has been carried out. It is found that the S-L PTC process is more intensified and selective. The mechanistic details of C-alkylation under basic conditions and the unexpected side reaction of oxidative decyanation are studied. The production of water as a byproduct in the reaction to form the omega (ω) phase and the mechanism in reference to the S-L-ω-phase system is described. A numerical model is composed to calculate the values of various pseudo rate constants and validate the simulated profiles against experimental data. The finer aspects of selectivity in C-alkylation reaction are analysed.

A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes

Conjugate addition of a variety of aryl lithiocyanocuprates to nitrosoalkenes generated from α-chloro aldoximes, followed by in situ dehydration of the crude α-aryl aldoxime product with N,N- dicyclohexylcarbodiimide, affords α-aryl nitriles in good overall yields via a one-pot protocol. Georg Thieme Verlag Stuttgart ? New York.

Process for the preparation of substituted styrenes

Substituted styrenes are prepared by treatment on N-acyl-B-phenethylamines with bases and removal by distillation of the styrene which is formed during the reaction.

Optical Resolution of 2-(4-Substituted phenyl)-3-methylbutanoic Acids with Diethylamine by Preferential Crystallization

(+/-)-2-(4-Substituted phenyl)-3-methylbutanoic acids (2a-c) were optically resolved by preferential crystallization in the form of their diethylamine salts (3a-c).The molar ratio of the acid to the amine in these salts was found to be 2:1 by chemical analyses, and was confirmed by analyzing the crystal structure of one of these salts (3b) with X-ray single crystallography.

Inert organic solvent dispersion of alkali hydroxide and reaction using the same

An inert organic solvent dispersion of alkali hydroxide is prepared by mixing an alkali hydroxide, an inert organic solvent and a stabilizer and heating and stirring at the temperature for forming the pasty alkali hydroxide and cooling the dispersion. The dispersion of alkali hydroxide is used in a reaction of an active methylene compound with an organoalkyl halide such as a reaction of a halophenylacetonitrile with an isopropyl halide to obtain α-isopropyl halophenylacetonitrile.

Process for producing a 3-methyl-2-(4-halophenyl)butyronitrile

A process for producing 3-methyl-2-(4-halophenyl)butyronitrile, which is an important intermediate for the production of insecticides, in a high yield and a high purity even on a commercial scale comprising reacting a p-halophenylacetonitrile having a p-halobenzyl alcohol content of not more than 1.0 % by weight, with an isopropyl halide having an isopropyl alcohol content of not more than 1.0 % by weight.

Method for preparing 3-methyl-2-(4-halogenophenyl)-butyronitrile

A method for preparing a 3-methyl-2-(4'-halogenophenyl)-butyronitrile which comprises alkylating a p-halogenophenylacetonitrile by reacting the p-halogenophenylacetonitrile with an isopropyl halide in the presence of an aqueous alkali metal hydroxide solution, using an organic guaternary ammonium salt as a catalyst.

Preparation of benzyl cyanides

Optionally ring-substituted benzyl cyanides are prepared by reacting the corresponding benzyl halide with an aqueous phase containing cyanide ions in the presence of a liquid organic phase containing (a) the benzyl halide, (b) a salt which dissociates in water to form cyanide ions, and (c) an onium salt or hydroxide, which reaction is conducted in the absence of water or using an amount of water to benzyl halide below about 0.1. The resulting cyanides can be alkylated at the alpha position using a sec-alkyl halide.