2244-07-7

Usage

InChI:InChI=1/C11H21N/c1-2-3-4-5-6-7-8-9-10-11-12/h2-10H2,1H3

Upstream product

• 1002-69-3 decyl chloride 
• 151-50-8 potassium cyanide 
• 112-29-8 1-bromo dodecane 
• 7307-55-3 1-undecylamine 
• 112-37-8 undecylenic acid 
• 2244-06-6 undecanamide 
• 1674-38-0 dodecanophenone 
• 110-46-3 isopentyl nitrite 
• 2244-05-5 undecanal oxime 
• 109059-08-7 (Z)-undecanal oxime 
• 98750-95-9 (decylselenonyl)benzene 
• 110556-25-7 (E)-undec-2-enenitrile 
• 180330-92-1 2-chloro-undecanenitrile 
• 180330-96-5 2-bromo-undecanenitrile 

Downstream Products

• 74478-14-1 1-(2,4,6-trihydroxy-phenyl)-undecan-1-one 
• 106-98-9 1-butylene 
• 187737-37-7 propene 
• 109-67-1 1-penten 
• 111-65-9 octane 
• 124-18-5 decane 
• 112-42-5 undecyl alcohol 
• 34557-54-5 methane 
• 74-84-0 ethane 
• 74-98-6 propane 
• 106-97-8 n-butane 
• 6064-42-2 heptadecan-7-one 
• 74421-02-6 2-decylpyridine 
• 7225-71-0 1-n-hendecylnaphthalene 

Relevant academic research and scientific papers

Preparation method of alkyl nitrile compound

The invention discloses a preparation method of an alkyl nitrile compound. Specifically, the preparation method comprises the following step: in an organic solvent, in the presence of a protective gasand under the action of a catalyst, carrying out a reduction reaction as shown in the specification on olefin as shown in a formula I, a cyanation reagent and water, wherein the alkyl nitrile compound 1 is a compound II and/or a compound III. The preparation method provided by the invention is mild in condition, can realize hydrocyanation of olefin more safely and efficiently, and has good substrate universality and functional group compatibility.

Tuning of active sites in M/TiO2 for photocatalytic cyanation of olefins with high regioselectivity

The detailed structure of active sites plays an important role for the determination of catalytic performance. Herein, catalytic active sites of M/TiO2 for photocatalytic cyanation of olefins are tuned by delicate manipulation of the metal kinds, metal loading amount and pretreatment processes. It was found that the 0.1% Pt/P25 catalyst reduced at 300 °C possessed high metal dispersion and suitable oxygen defects on TiO2, and thus exhibited the best catalytic performance with high specific speed of time yield and high selectivity. A wide scope of olefin substrates could be converted to the corresponding nitriles with high atom efficiency and anti-Markovnikov regioselectivity under mild conditions for the optimized Pt/P25 catalyst. The reaction mechanism based on radical coupling of acetonitrile and olefins was also discussed. This approach offers an environmental-friendly platform for the selective activation of C-H bonds of acetonitrile and will bring potential applications for hydrofunctionalization of olefins.

One-pot synthesis of aldoximes from alkenes: Via Rh-catalysed hydroformylation in an aqueous solvent system

Aldoxime synthesis directly starting from alkenes was successfully achieved through the combination of hydroformylation and subsequent condensation of the aldehyde intermediate with aqueous hydroxylamine in a one-pot process. The metal complex Rh(acac)(CO)2 and the water-soluble ligand sulfoxantphos were used as the catalyst system, providing high regioselectivities in the initial hydroformylation. A mixture of water and 1-butanol was used as an environmentally benign solvent system, ensuring sufficient contact of the aqueous catalyst phase and the organic substrate phase. The reaction conditions were systematically optimised by Design of Experiments (DoE) using 1-octene as a model substrate. A yield of 85% of the desired linear, terminal aldoxime ((E/Z)-nonanal oxime) at 95% regioselectivity was achieved. Other terminal alkenes were also converted successfully under the optimised conditions to the corresponding linear aldoximes, including renewable substrates. Differences of the reaction rate have been investigated by recording the gas consumption, whereby turnover frequencies (TOFs) >2000 h-1 were observed for 4-vinylcyclohexene and styrene, respectively. The high potential of aldoximes as platform intermediates was shown by their subsequent transformation into the corresponding linear nitriles using aldoxime dehydratases as biocatalysts. The overall reaction sequence thus allows for a straightforward synthesis of linear nitriles from alkenes with water being the only by-product, which formally represents an anti-Markovnikov hydrocyanation of readily available 1-alkenes.

Method for preparing nitrile

The invention provides a method for preparing nitrile. Aldoxime carboxylic ester is used as a reactant to prepare a nitrile compound. The aldoxime carboxylic ester can be completely converted into corresponding nitrile under common catalysis of ferric salt and phenol within a few minutes. The method for preparing the nitrile has the advantages of gentle reaction conditions, simple and easy-to-getused reagents, cheap and environment-friendly catalyst, wide substrate application range, simple operation, rapid reaction and the like.

Hydrofunctionalization of Olefins to Higher Aliphatic Alcohols via Visible-Light Photocatalytic Coupling

Abstract: An atomically economical green protocol for the hydrofunctionalization of olefins to higher aliphatic alcohols with 100% anti-Markovnikov regioselectivity was developed via visible-light photocatalytic coupling. This method employs cheap, readily available and abundant methanol as both the C1 feedstock and the hydrogen source under visible light irradiation over CdS photocatalyst. A wide scope of olefin substrates could be hydrofunctionalized successfully to the corresponding higher alcohols with high selectivity. Besides alcohol, acetone and acetonitrile can also couple with olefins to generate the corresponding hydrofunctionalization products, suggesting promising potential industrial application. Graphical Abstract: [Figure not available: see fulltext.] Hydrofunctionalization of olefins to value-added chemicals with high selectivity was achieved via visible-light photocatalytic cross-coupling.

Thiocyanate radical mediated dehydration of aldoximes with visible light and air

We developed a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and molecular oxygen at room temperature. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles.

Method for Selective Oxidation of Amines Using Two Dimensional Heterogeneous Nano-catalysts with Ruthenium Dispersed on Exfoliated Sheets of Molybdenum Disulfide

Disclosed is a method for selectively oxidizing an amine-based compound to convert the same into compounds such as nitrile using a two-dimensional heterogeneous nanocatalyst containing ruthenium supported, at high dispersion rate, on an exfoliated layer of molybdenum disulfide which is a layered transition metal dichalcogenide (LTMD).COPYRIGHT KIPO 2019

Cooperative Palladium/Lewis Acid-Catalyzed Transfer Hydrocyanation of Alkenes and Alkynes Using 1-Methylcyclohexa-2,5-diene-1-carbonitrile

Catalytic transfer hydrocyanation represents a clean and safe alternative to hydrocyanation processes using toxic HCN gas. Such reactions provide access to pharmaceutically important nitrile derivatives starting with alkenes and alkynes. Herein, an efficient and practical cooperative palladium/Lewis acid-catalyzed transfer hydrocyanation of alkenes and alkynes is presented using 1-methylcyclohexa-2,5-diene-1-carbonitrile as a benign and readily available HCN source. A large set of nitrile derivatives (>50 examples) are prepared from both aliphatic and aromatic alkenes with good to excellent anti-Markovnikov selectivity. A range of aliphatic alkenes engage in selective hydrocyanation to provide the corresponding nitriles. The introduced method is useful for chain walking hydrocyanation of internal alkenes to afford terminal nitriles in good regioselectivities. This protocol is also applicable to late-stage modification of bioactive molecules.

Hydrofunctionalization of olefins to value-added chemicals: Via photocatalytic coupling

A green strategy was developed for the synthesis of various value-added chemicals using methanol, acetonitrile, acetic acid, acetone and ethyl acetate as the hydrogen source by coupling them with olefins over heterogeneous photocatalysts. A radical coupling mechanism was proposed for the hydrofunctionalization of olefins with methanol to higher aliphatic alcohols over the Pt/TiO2 catalyst as the model reaction. C-H bond cleavage and C-C bond formation between photogenerated radicals and terminal olefins were accomplished in a single reaction at high efficiency. Our approach is atomically economical with high anti-Markovnikov regioselectivity and promising application potential under mild reaction conditions.

Amino acid derived ionic liquid supported iron Schiff base catalyzed greener approach for the aerobic oxidation of amines to nitriles

Amino acid dl-threonine derived ionic liquid was treated with salicylaldehyde to give corresponding Schiff base which subsequently is complexed with iron and used as a green catalyst for aerobic oxidation of amines under solvent-less conditions. The developed catalyst was readily synthesized, reusable, and exhibited superior catalytic activity owing to the synergistic effect of ionic liquid moiety. The developed catalyst was found to be quite stable and could be reused for several runs without any significant loss in catalytic activity.