29134-29-0

Usage

Chemical Properties

Clear colorless liquid

Upstream product

• 120-94-5 1-Methylpyrrolidine 
• 143-33-9 sodium cyanide 
• 151-50-8 potassium cyanide 
• 123-75-1 pyrrolidine 
• 590-17-0 cyanomethyl bromide 
• 50-00-0 formaldehyd 

Downstream Products

• 7154-73-6 1-(2-aminoethyl)pyrrolidine 
• 91689-56-4 Bis<2-(pyrrolidin-1-yl)ethyl>amine 
• 79684-48-3 C₂₆H₃₅N₂O₄⁽¹⁺⁾*Br^(1-) 
• 79953-19-8 1-[4-(2-Benzyloxy-3,4-dimethoxy-phenyl)-6-methoxycarbonyl-5-methyl-pyridin-2-ylmethyl]-1-cyanomethyl-pyrrolidinium; chloride 
• 573987-48-1 1-(cyanomethyl)pyrrolidinium trifluoromethanesulfonate 
• 76889-76-4 2-(1H-benzo[d]imidazol-2-yl)benzonitrile 
• 100-47-0 benzonitrile 
• 127780-80-7 1-(2-Phenyl-1-trimethylsilanyl-ethyl)-pyrrolidine 
• 79679-63-3 C₂₆H₃₄N₂O₄ 
• 75646-58-1 2-(4'-t-butyl-1'-vinylcyclohex-1'-yl)-2-(pyrrolidin-1''-yl)acetonitrile 

Relevant academic research and scientific papers

Decarbonylative Synthesis of Aryl Nitriles from Aromatic Esters and Organocyanides by a Nickel Catalyst

A decarbonylative cyanation of aromatic esters with aminoacetonitriles in the presence of a nickel catalyst was developed. The key to this reaction was the use of a thiophene-based diphosphine ligand, dcypt, permitting the synthesis of aryl nitrile without the generation of stoichiometric metal- or halogen-containing chemical wastes. A wide range of aromatic esters, including hetarenes and pharmaceutical molecules, can be converted into aryl nitriles.

POSITIVE RESIST COMPOSITION AND PATTERNING PROCESS

A positive resist composition comprises (A) a resin component which becomes soluble in an alkaline developer under the action of an acid and (B) an acid generator. The resin (A) is a polymer comprising recurring units containing a non-leaving hydroxyl group represented by formula (1) wherein R1 is H, methyl or trifluoromethyl, X is a single bond or methylene, m is 1 or 2, and the hydroxyl group attaches to a secondary carbon atom. The composition is improved in resolution when processed by lithography.

Novel tertiary (meth)acrylates having lactone structure, polymers, resist compositions and patterning process

Novel tertiary (meth)acrylate compounds having a lactone structure are polymerizable into polymers having improved transparency, especially at the exposure wavelength of an excimer laser and dry etching resistance. Resist compositions comprising the polymers are sensitive to high-energy radiation, have a high resolution, and lend themselves to micropatterning with electron beams or deep-UV rays.

Amine compounds, resist compositions and patterning process

Amine compounds having a cyano group are useful in resist compositions for preventing a resist film from thinning and also for enhancing the resolution and focus margin of resist.

An oxazaphospholidine approach for the stereocontrolled synthesis of oligonucleoside phosphorothioates

The stereocontrolled synthesis of oligodeoxyribonucleoside phosphorothioates (PS-ODNs) using nucleoside 3′-O-oxazaphospholidine derivatives as monomer units is described. 2-Chloro-1,3,2-oxazaphospholidine derivatives were prepared from six kinds of enantiopure 1,2-amino alcohols and used for the phosphitylation reactions of 5′-O-protected nucleosides. A detailed study of these reactions revealed that the diastereoselectivity of the reaction depended on the structure of the enantiopure 1,2-amino alcohol, the reaction temperature, and the amine used as a scavenger of HCI. In addition, ab initio molecular orbital calculations for the 2-chlorooxazaphospholidine derivatives were carried out to elucidate the mechanism of these diastereoselective phosphitylation reactions. The LUMO of the 2-chloro-5-phenyloxazaphospholidine derivatives on the phosphorus atom was found to be almost orthogonal to the P-CI bond. This LUMO may be involved in the phosphitylation reactions with predominant retention of the P-configuration. A series of dialkyl(cyanomethyl)ammonium salts were developed and used as activators for the condensation reactions of the diastereopure nucleoside 3′-O-oxazaphospholidines with 3′-O-protected nucleosides. In the presence of the new activators, the reactions proceeded rapidly to give the corresponding dinucleoside phosphite triesters. The diastereoselectivity of the condensation reaction did not depend on the counteranion but on the structure of the dialkyl(cyanomethyl)amine. In the presence of the activator, which consists of a relatively small dialkyl(cyanomethyl)amine, the condensation proceeded with excellent diastereoselectivity. After sulfurization and deprotection, diastereopure (Rp)- and (Sp)-dinucleoside phosphorothioates were obtained in excellent yields. The present methodology was also applied to the solid-phase synthesis of stereoregulated PS-ODNs. all-(Rp)-[TPS]3T, all-(Sp)-[TPS]3T, all-(Rp)-d[GPSAPSCPS]T, and all-(Rp)-[TPS]9T were synthesized on a highly cross-linked polystyrene resin.

Amine Autoxidation in Aqueous Solution

The uncatalysed autoxidation of aqueous of tertiary aliphatic amineshas been studied in order to obtain information concerning the mechanism of oxidation of Sirotherm resins.Oxidation occurs most rapidly in the free base, and the general correlation of rate with pKa or ionization potential suggests that electron transfer to form an aminium radical cation is rate-determining.The reaction is not initiated by free radical initiators, nor inhibited by radical traps.It is significantly catalysed by strong electron acceptors and by light and is moderately inhibited by the electron donor N-phenylanthranilic acid.Pyrrolidines and hexahydroazepines are oxidized faster than piperidines, and hydroxyl groups on β-carbons increase the rate of oxidation, while those on γ-carbons decrease it.The major products of autoxidation of alkyl pyrrolidines in water were found to be N-oxides.Various pyrrolidinones were isolated in smaller yield.