4435-14-7

Usage

InChI:InChI=1/C8H13N/c9-7-6-8-4-2-1-3-5-8/h8H,1-6H2

Upstream product

• 1503-87-3 2-(cyclohexyl)ethylamide 
• 3213-50-1 cyano(cyclohexyl)acetic acid ethyl ester 
• 4435-18-1 2-cyclohexylideneacetonitrile 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 
• 1072-95-3 cyclohexylmethyl chloride 
• 110-82-7 cyclohexane 
• 75-05-8 acetonitrile 
• 110-83-8 cyclohexene 
• 100-49-2 cyclohexylmethyl alcohol 
• 150464-47-4 copper(I) cyanide 
• 1192-37-6 methylenecyclohexane 
• 59059-70-0 1-(phenylsulfonyl)cyclohexene 
• 6975-71-9 1-cyclohexenylacetonitrile 

Downstream Products

• 103-78-6 4-cyclohexyl-butan-2-one 
• 114906-66-0 5-cyclohexylmethyl-tetrazole 
• 4442-85-7 2-cyclohexylethylamine 
• 144505-59-9 2-cyclohexylmethyl-4,5-dihydro-1H-imidazole 
• 92646-17-8 2-cyclohexyl-3-oxo-3-phenylpropionitrile 
• 146449-12-9 2-Cyclohexylmethyl-7-hydroxy-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 1027897-80-8 6,7-Diamino-2-cyclohexylmethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 118314-18-4 7-Amino-2-cyclohexylmethyl-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 146449-24-3 2-Cyclohexylmethyl-7-hydroxy-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 146449-37-8 7-Chloro-2-cyclohexylmethyl-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 1174559-33-1 5-isopropyl-6-cyclohexylmethyl-2-thiouracil 
• 1030017-25-4 C₁₈H₃₀N₂OS 
• 108-91-8 cyclohexylamine 

Relevant academic research and scientific papers

Electrochemical Tandem Olefination and Hydrogenation Reaction with Ammonia

An electrochemical Horner-Wadsworth-Emmons/hydrogenation tandem reaction was achieved using ammonia as electron and proton donors. The reaction could give two-carbon-elongated ester and nitrile from aldehyde or ketones directly. This reaction could proceed with a catalytic amount of base or even without a base. The ammonia provides both the electron and proton for this tandem reaction and enables the catalyst-free hydrogenation of an α,β-unsaturated HWE intermediate. More than 40 examples were reported, and functional groups, including heterocycles and hydroxyl, were tolerated.

MITOCHONDRIA-TARGETING PEPTIDES

Disclosed are non-natural peptides useful for the treatment and prevention of ischemia-reperfusion injury (e.g., cardiac ischemia-reperfusion injury) or myocardial infarction.

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.

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.

A mineralogically-inspired silver-bismuth hybrid material: An efficient heterogeneous catalyst for the direct synthesis of nitriles from terminal alkynes

The synthesis and characterization of a silver-containing hybrid material is reported as a novel heterogeneous noble metal catalyst. In order to eliminate the need for traditional immobilization techniques, and to create a solid material with structurally-bound silver catalytic centers, the layered structure of a naturally occurring mineral served as the basis of the initial catalyst design. The novel material was prepared by means of the urea-mediated homogeneous precipitation of the corresponding metal nitrates, and was fully characterized by means of diverse instrumental techniques (X-ray diffractometry, Raman, IR, UV-Vis, EPR, X-ray photoelectron spectroscopies, thermal methods as well as atomic force, scanning and transmission electron microscopies). The as-prepared material exhibited outstanding activity in silver-catalyzed CC bond activation to yield organic nitriles directly from terminal alkynes with less environmental concerns as compared to the classical synthesis methods. The effects of the reaction time, the temperature, as well as the role of various solvents, nitrogen sources and additives were carefully scrutinized in order to achieve high-yielding and selective nitrile formation. The heterogeneous nature of the reaction was verified and the solid catalyst was recycled and reused numerous times without loss of its activity or degradation of its structure, thereby offering a sustainable synthetic methodology.

Direct cyanomethylation of aliphatic and aromatic hydrocarbons with acetonitrile over a metal loaded titanium oxide photocatalyst

A platinum-loaded TiO2 (Pt/TiO2) photocatalyst promoted cyanomethylation of aliphatic hydrocarbons, namely cyclohexane and cyclohexene, with acetonitrile, where the photogenerated hole oxidatively dissociates the C-H bond of both the acetonitrile and the aliphatic hydrocarbons to form each corresponding radical species before their radical cross-coupling. The Pt/TiO2 photocatalyst was more active than the Pd/TiO2 photocatalyst in these reactions. In contrast, the cyanomethylation of benzene was promoted by the Pd/TiO2 photocatalyst or a physical mixture of the Pt/TiO2 photocatalyst and a Pd catalyst supported by Al2O3, while it was hardly promoted by the Pt/TiO2 photocatalyst alone. The temperature dependence of the reaction rate proved that the Pd nanoparticles on the TiO2 photocatalyst thermally function as a metal catalyst. These results clearly suggest that the Pd metal catalyst is necessary for the cyanomethylation of benzene. However, in the cyanomethylation of aliphatic hydrocarbons, the catalytic effect of the metal particles was not observed, meaning that the radical coupling takes place without the metal catalysis. Thus, it is concluded that in the case of the benzene cyanomethylation the Pd nanoparticles play dual roles, as a catalyst to catalyse the substitution reaction of benzene with the cyanomethyl radical, and as an electron receiver to reduce the recombination of the photoexcited electrons and holes in the TiO2 photocatalyst, although they could not contribute as a catalyst to the cyanomethylation of aliphatic hydrocarbons.

One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions

A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.

TETRAAZAPORPHYRIN COMPOUND, COLOR CORRECTION FILTER AND EXTERNAL LIGHT CORRECTION FILTER

PROBLEM TO BE SOLVED: To provide a tetraazaporphyrin compound excellent in light resistance, and a color correction filter and an external light correction filter containing the same. SOLUTION: There is provided a tetraazaporphyrin compound which is a mixture of 4 kinds of isomers obtained by heat cyclization reaction of a metal or a metal derivative with a cis body of 1,2-dicyanoethylene compound represented by the following formula (6) (4 molar) in an alcohol solvent the coexistence of an organic basic. In the formula (6), one of two substitutions Z1 and Z2 is a cyclic alkyl group which may have a substituent and the other is an aryl group which may have a substituent. COPYRIGHT: (C)2016,JPOandINPIT

Silver-catalyzed nitrogenation of alkynes: A direct approach to nitriles through C≡C bond cleavage

Three in one blow! A novel direct transformation of alkynes into nitriles by a silver-catalyzed nitrogenation reaction through C≡C bond cleavage has been developed. This research provides both a new application for alkynes in organic synthesis, and valuable mechanistic insights into nitrogenation chemistry. Copyright

Iridium-catalyzed α-alkylation of acetonitrile with primary and secondary alcohols

Acetonitrile is successfully alkylated with primary and secondary alcohols in the presence of t-BuOK using [Ir(OH)- (cod)]2 as a catalyst. This method provides a very clean and atom-economical convenient direct route to substituted nitriles, which are very important raw materials in organic and industrial chemistry.