7391-39-1

Usage

Uses

Used in Flavoring Agents:
Ethyl 2-cyanohexanoate is used as a flavoring agent in the food industry for its characteristic fruity odor, enhancing the taste and aroma of various food products.
Used in Pharmaceutical Synthesis:
Ethyl 2-cyanohexanoate is employed as a chemical intermediate in the synthesis of pharmaceuticals, contributing to the development of new medications and therapeutic agents.
Used in Organic Chemistry:
As a chemical intermediate, ethyl 2-cyanohexanoate is used in organic chemistry for various reactions and processes, aiding in the production of different chemical compounds and materials.

InChI:InChI=1/C9H15NO2/c1-3-5-6-8(7-10)9(11)12-4-2/h8H,3-6H2,1-2H3

Upstream product

• 123-72-8 butyraldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 109-65-9 1-bromo-butane 
• 542-69-8 1-iodo-butane 
• 141-52-6 sodium ethanolate 
• 75-03-6 ethyl iodide 
• 64-17-5 ethanol 
• 81-88-9 rhodamine B 
• 71-36-3 butan-1-ol 
• 110-89-4 piperidine 
• 628-73-9 hexanenitrile 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 855913-27-8 2-cyano-hexanoic acid hydrazide 
• 18283-05-1 2-Ethoxycarbonimidoyl-2-fluoro-hexanoic acid ethyl ester 
• 17415-15-5 4-n-Butyl-5-amino-isoxazolin-3-on 
• 18283-14-2 2-Cyano-2-fluoro-hexanoic acid ethyl ester 
• 628-73-9 hexanenitrile 
• 99356-86-2 α-cyanocaproic acid 
• 74479-34-8 2-ethoxycarbonyl-2-(1-nitro-1-cyclohexyl)hexanenitrile 
• 534-59-8 n-butylmalonic acid 
• 18283-37-9 2-Carbamoyl-2-fluoro-hexanoic acid 
• 1309660-24-9 methyl 4-(1-cyanopentyl)benzoate 
• 132163-25-8 2-(4-methoxyphenyl)hexanenitrile 
• 1309660-36-3 2-(3-nitrophenyl)hexanenitrile 
• 3508-98-3 1-Cyano-1-phenylpentan 
• 2124-74-5 α-Butyl-4-chlorbenzylcyanid 

Relevant academic research and scientific papers

AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage

A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.

Nano-K2CO3: Preparation, characterization and evaluation of reactive activities

A novel base, nano-K2CO3, was easily prepared by ultrafine wet milling. The surface properties and the reactive activities of nano-K2CO3 were characterized. It was found that such a base showed higher basicity than normal K2CO3 and could replace sodium (or potassium) alkoxide to carry out monoalkylation and oximation of active methylene compounds. The nano-K2CO3 could be regenarated and reused 10 times without loss of its reactive activity.

β-aryl nitrile construction via palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts

The palladium-catalyzed decarboxylative benzylation of α-cyano aliphatic carboxylate salts with benzyl electrophiles was discovered. This reaction exhibits good functional group compatibility and proceeds under relatively mild conditions. A diverse range of quaternary, tertiary and secondary β-aryl nitriles can be conveniently prepared by this method. Copyright

Alkylation of active methylene compounds with alcohols catalyzed by an iridium complex

Base-free catalytic α-alkylation of active methylene compounds with primary alcohols was successfully achieved using an [IrCl(cod)]2 complex in the presence of PPh3 to afford the corresponding saturated α-alkylated products in good yields. The Royal Society of Chemistry.

Tandem catalytic condensation and hydrogenation processes in ionic liquids

A domino reaction composed of a Knoevenagel condensation combined with a simultaneous catalytic hydrogenation is reported in an ionic liquid solvent under mild conditions (298-363 K and 300 kPa). No interference between the catalysts (Pd/C and amine acetate salt) of the two diverse steps was monitored. The product could be neatly extracted by diethyl ether and the solvent containing the catalysts could be recycled and reused five times without any loss in activity or selectivity. The same methodology in a common organic solvent such as DMA resulted in significant competing parallel hydrogenation of the aldehyde to alcohol.

A novel catalyst iron(II) tetra(1,4-dithin)porphyrazine for oxygenating degradation of organic pollutants in aqueous solutions

An efficient catalyst of the title complex (abbreviated as FePz(dtn) 4) is a porphyrin-like complex, which is able to activate molecular oxygen for oxidative degradation of organic compounds in an extensive pH region without light excitation. The experiments indicated that the FePz(dtn) 4/O2 system showed an excellent oxygenation capability, in which the Rhodamine B(RhB) was degraded nearly 52% in alkaline aqueous solution in the seven hours and the p-nitrobenzoic acid(NBA) could be also oxygenated nearly 85% detected by UV-vis, HPLC in the similar conditions. The degradation components of RhB and NBA were analyzed by GC-MS and IR. The mineralization rate of RhB and NBA were 12 and 11.1% after reaction for 24 h respectively.

Synthesis of variously 9,9-dialkylated octahydropyrimido [3,4-a]-s-triazines with potential antifungal activity

9,9-Dialkyloctahydropyrimido[3,4-a]-s-triazines were synthesized by iminodimethylation reaction between a 5,5-dialkyl-6-aminopyrimidine-2,4(3H,5H)-dione, a substituted aniline and two moles of formaldehyde. The synthesis of 5,5-dialkyl-6-aminopyrimidinedione consisted of the condensation of urea with ethyl 2,2-dialkylcyanoacetates. 18 Octahydropyrimido[3,4-a]-s-triazines were synthesized and compounds resulting from a supplementary aminomethylation were also obtained. Most of these compounds were tested for antifungal activity in vitro. Only 9,9-dibutyl-6,8-dioxo-3(2-chlorophenyl)2,3,4,5,6,7,8,9-octahydropyrimido[3, 4-a]-s-triazine showed some activity against Microsporum canis.

A convenient new procedure for the construction of highly substituted acetates. Reductive alkylation of α-cyano esters

A convenient, highly efficient general method for the preparation of highly substituted acetates has been developed, making use of reductive alkylation of α-cyano esters as a key operation.

Synthesis of Philanthotoxin Analogs with a Branched Polyamine Moiety

Philanthotoxin (PhTX-433), a potent noncompetitive inhibitor of the L-glutamate receptors and the nicotinic acetylcholine receptors of vertebrates and invertebrates, has a butyryl-tyrosyl-thermospermine structure.Several synthetic analogs of PhTX with hydrophobic alkyl branches in the polyamine chain exhibit 6- to 10-fold enhanced activities to various receptors.Because the branched analogs exhibit such unique activities and because of their importance in tertiary structural studies of ligand/receptor binding, methods for preparing branched PhTX analogs, including photolabile analogs, are presented.

Chiral 1,2-difluorobenzene derivatives

Chiral 1,2-difluorobenzene derivatives are suitable as components of chiral tilted smectic liquid-crystalline phases.