42185-27-3

Usage

Uses

Used in Chemical Synthesis:
(2-Oxocyclohexyl)acetonitrile is used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and solvency make it an essential component in the development of these products.
Used in Industrial Processes:
As a solvent, (2-Oxocyclohexyl)acetonitrile is employed in various industrial processes. Its solvency properties allow it to dissolve a wide range of substances, making it a valuable asset in the manufacturing and processing of different materials.
Used in Pharmaceutical Production:
(2-Oxocyclohexyl)acetonitrile is used as a solvent and intermediate in the production of pharmaceuticals. Its ability to dissolve and react with other compounds aids in the synthesis of various medications.
Used in Agrochemical Production:
In the agrochemical industry, (2-Oxocyclohexyl)acetonitrile is utilized as a solvent and intermediate for the synthesis of various agrochemicals, contributing to the development of effective products for agricultural applications.
Safety Precautions:
It is crucial to handle (2-Oxocyclohexyl)acetonitrile with care, as it can pose health hazards if proper safety measures are not taken. Appropriate precautions should be implemented to ensure the well-being of individuals working with (2-Oxocyclohexyl)acetonitrile.

Upstream product

• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 107-14-2 chloroacetonitrile 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 930-68-7 cyclohexenone 
• 590-17-0 cyanomethyl bromide 
• 90242-33-4 2-(2-hydroxycyclohexyl)acetonitrile 
• 151-50-8 potassium cyanide 
• 17851-97-7 1-tri(n-butyl)stannyloxy-1-cyclohexene 
• 624-75-9 iodoacetonitrile 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 81156-45-8 (+/-)-(E)-(2-Hydroxycyclohexylidene)ethanenitrile 
• 1438-96-6 (2-oxocyclohexyl)acetic acid 
• 1460-35-1 2-cyclohexanoneacetamide 
• 108-94-1 cyclohexanone 

Downstream Products

• 90242-33-4 2-(2-hydroxycyclohexyl)acetonitrile 
• 74708-24-0 (1R*,2S*)-2-hydroxycyclohexane acetonitrile 
• 6975-71-9 1-cyclohexenylacetonitrile 
• 3399-73-3 2-(1-cyclohexenyl)ethylamine 
• 1101905-15-0 2-(hydroxyimino)cyclohexaneacetonitrile 
• 120-72-9 indole 
• 217633-27-7 2-(2-methylenecyclohexyl)acetonitrile 
• 6051-03-2 cis-hexahydrobenzofuran-2(3H)-one 
• 24871-12-3 trans-hexahydro-2(3H)-benzofuranone 
• 74708-29-5 (1S,2R,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate 
• 74629-91-7 (1R,2S,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate 
• 74708-32-0 (1S,2S,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide 
• 74629-93-9 (1R,2R,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide 
• 74708-24-0 (1S,2R)-(+)-trans-2-(Cyanomethyl)cyclohexanol 

Relevant academic research and scientific papers

Investigation of Straightforward, Photoinduced Alkylations of Electron-Rich Heterocompounds with Electron-Deficient Alkyl Bromides in the Sole Presence of 2,6-Lutidine

Alkylations of simple electron-rich heterocompounds deliver valuable target structures in bioorganic and medicinal chemistry. Herein, we present a straightforward and photosensitizer free approach for the photoinduced C–C coupling of electron-rich unsaturated heterocompounds with alkyl bromides using 405 nm and 365 nm irradiation. Comprehensive mechanistic studies indicate the involvement of 2,6-lutidine in the formation of a non-covalently bound intermediate to which the function of a photosensitizer is attributed. UV/Vis spectra reveal the formation of a bathochromic shifted band when the electron-deficient alkyl bromide is mixed with the structural motif of 2,6-substituted pyridine. Upon photochemical excitation of this band, we find the initiation of the C–C bond-forming reaction. Using this approach highly versatile alkylation products, e.g. α-substituted ketones and 2-substituted furan, thiophene, and pyrrole derivatives, are obtained in high selectivity. Furthermore, this synthetic methodology can be applied to access substituted indoles, which cannot be obtained by other transformations.

Ytterbium-Catalyzed Intramolecular [3 + 2] Cycloaddition based on Furan Dearomatization to Construct Fused Triazoles

The 1,2,3-triazole-containing polycyclic architecture widely exists in a broad spectrum of synthetic bioactive molecules, and the development of expeditious methods to synthesize these skeletons remains a challenging task. In this work, the catalytic cyclization of biomass-derived 2-furylcarbinols with an azide to form fused triazoles is described. This approach takes advantage of a single catalyst Yb(OTf)3 and operates via a furfuryl-cation-induced intramolecular [3 + 2] cycloaddition/furan ring-opening cascade.

A Photochemical Organocatalytic Strategy for the α-Alkylation of Ketones by using Radicals

Reported herein is a visible-light-mediated radical approach to the α-alkylation of ketones. This method exploits the ability of a nucleophilic organocatalyst to generate radicals upon SN2-based activation of alkyl halides and blue light irradiation. The resulting open-shell intermediates are then intercepted by weakly nucleophilic silyl enol ethers, which would be unable to directly attack the alkyl halides through a traditional two-electron path. The mild reaction conditions allowed functionalization of the α position of ketones with functional groups that are not compatible with classical anionic strategies. In addition, the redox-neutral nature of this process makes it compatible with a cinchona-based primary amine catalyst, which was used to develop a rare example of enantioselective organocatalytic radical α-alkylation of ketones.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

Regio- and stereoselective synthesis of chiral nitrilolactones using Baeyer–Villiger monooxygenases

This work describes the regio- and enantioselective synthesis of nitrile-containing chiral lactones from easily accessible ketone precursors using Baeyer–Villiger monooxygenases. These biocatalysts controlled the distribution of regioisomers much more tightly than commonly used stoichiometric reagents, additionally with good to excellent optical purity of products. A surprising case of strong stereoelectronic control was also observed. We tested a library of 14 catalysts using five-to eight-membered cyclic ketones with two different tether lengths to the nitrile group. In all but the largest series we found suitable wild-type enzymes for preparative scale synthesis of the target compounds. The diverse possibilities to further functionalize lactones and nitriles make this method interesting for the generation of chiral building blocks.

The 2-(2-Azidoethyl)cycloalkanone strategy for bridged amides and medium-sized cyclic amine derivatives in the Aubé-Schmidt reaction

2-(2-Azidoethyl)cycloalkanones afford bridged lactams in the Aubé-Schmidt reaction, sometimes in excellent yield, and solvolysis yields derivatives of medium-ring amines. Attempts to divert the Schmidt reaction with an arene-mediated fragmentation of the normal Schmidt intermediate have led to an initial example. Georg Thieme Verlag Stuttgart.

Reaction control in synthetic organic photochemistry: Switching between [5+2] and [2+2] Modes of Cycloaddition

Split personality: Reaction conditions that enable powerful control over the mode of photocycloaddition in maleimides have been developed. Direct irradiation favors the [5+2] mode whereas sensitized irradiation allows a complete switch to the [2+2] mode (see scheme; TBS=tertbutyldimethylsilyl).

Triethylborane induced radical reaction of gallium enolates with α-halo esters

Treatment of silyl enolates with methyllithium followed by an addition of gallium trichloride afforded the corresponding gallium enolates. The reaction of the resulting gallium enolates with α-halo carbonyl compounds in the presence of triethylborane as a radical initiator provided 1,4-dicarbonyl compounds in good yields.

Synthetic utility of stannyl enolates as radical alkylating agents

(Equation presented) The radical-initiated β-ketoalkylation of haloalkanes with tributylstannyl enolates is described. Stannyl enolates derived from aromatic ketones are reactive toward the homolytic β-ketoalkylation of simple haloalkanes as well as those activated by an electron-withdrawing group. The reactivity of stannyl enolates as radical alkylating agents can be utilized for an efficient three-component coupling reaction among stannyl enolates, haloalkanes, and electron-deficient alkenes.

Cyclic amidino agents useful as nitric oxide synthase inhibitors

The current invention discloses useful amidino derivative useful as nitric oxide synthase inhibitors.