95-11-4

Usage

Uses

Used in Chemical Synthesis Industry:
5-Norbornene-2-carbonitrile is used as a key intermediate in the synthesis of various organic compounds and polymers. Its unique bicyclic structure and carbonitrile group make it a versatile building block for creating complex molecules and materials.
Used in Continuous Preparation Processes:
5-Norbornene-2-carbonitrile is used as a reactant in the method for continuously preparing cyanonorbornene, which is achieved through the use of a microchannel reactor. This method allows for efficient and controlled production of cyanonorbornene, a valuable compound in its own right.
Used in Hydrogenation Studies:
The hydrogenation of 5-norbornene-2-carbonitrile has been studied using real-time mass spectrometric analysis. This research is important for understanding the reaction mechanisms and optimizing the process for industrial applications, potentially leading to the development of new catalysts or processes for hydrogenation reactions.

InChI:InChI=1/C8H9N/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-8H,3-4H2

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 107-13-1 acrylonitrile 
• 90086-80-9 bicyclo<2.2.1>hept-5-ene-2-carboxaldehyde oxime 
• 5453-80-5 5-Norbornene-2-carboxaldehyde 
• 77-73-6 bi(cyclopentadiene) 
• 1147550-11-5 ammonium thiocyanate 
• 67403-76-3 2,6-dimethyl-non-2-ene 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 5257-46-5 (bicyclo<2.2.1>heptene-5 yle-2)-1 propanone-1, endo 
• 5257-46-5 1-bicyclo(2.2.1)-hept-5-en-2-yl propanone 
• 2234-26-6 2-norbornanecarbonitrile 
• 694-98-4 norborn-5-en-2-one 
• 18776-20-0 (1S,2R,4S,5S)-3-Oxa-tricyclo[3.2.1.0^2,4]octane-6-carbonitrile 
• 111099-03-7 endo (hydroxy-3 methyl-2 phenyl-3 propanone-1 yl-1)-5 bicyclo<2.2.1>heptene-2 
• 111099-08-2 endo (methyl-2 phenyl-3 trimethylsiloxy-3 propanone-1 yl)-5 bicyclo<2.2.1> heptene-2 
• 84898-04-4 2-cyano-5-formylbicyclo[2.2.1]heptane 
• 84898-05-5 2-cyano-6-formylbicyclo[2.2.1]heptane 
• 102939-71-9 [(1R,2R,4S,5S,6S)-6-(3-Methoxy-benzyl)-3-oxa-tricyclo[3.2.1.0^2,4]oct-6-yl]-propynoic acid methyl ester 
• 102939-73-1 [(1S,2R,4S)-2-(3-Methoxy-benzyl)-bicyclo[2.2.1]hept-5-en-2-yl]-propynoic acid methyl ester 
• 102939-75-3 (1S,4S,5R)-5-(2,2-Dibromo-vinyl)-5-(3-methoxy-benzyl)-bicyclo[2.2.1]hept-2-ene 
• 102939-69-5 (1S,2R,4S)-2-(3-Methoxy-benzyl)-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 111099-08-2 exo (syn 2,3 methyl-2 phenyl-3 trimethylsiloxy-3 propanone-1 yl-1)-5 bicyclo<2.2.1.>heptene-2 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING CYANONORBORNENE

A process for producing cyanonorbornene of the present invention includes Step 1 of preparing a mixture solution including 0.5% by weight to 28% by weight of methyl bicyclononadiene, with respect to a total amount of 100% by weight of dicyclopentadiene, acrylonitrile, and the methyl bicyclononadiene, in a container, and Step 2 of reacting the bicyclopentadiene with the acrylonitrile in the presence of the methyl bicyclononadiene, in the mixture solution.

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.

Process for preparing dicyanonorbornane compound

The present invention relates to a method for manufacturing a dicyano norbornane isomer compound by hydro-cyanolating a carbon-carbon double bond of 5-norbornenecarbonitrile with a metal cyan compound. According to the present invention, a dicyano norbornane compound can be efficiently manufactured by using a divalent nickel catalyst in an aqueous solution.COPYRIGHT KIPO 2020

Process for the Catalytic Reversible Alkene-Nitrile Interconversion

The present invention refers to processes for catalytic reversible alkene-nitrile interconversion through controllable HCN-free transfer hydrocyanation.

METHOD FOR PRODUCING ALDEHYDE COMPOUND

A preparation method of an aldehyde compound of the present invention includes a step of reacting a compound represented by the following general formula (a1) with hydrogen and carbon monoxide in the presence of a metal compound including 0.01 ppmmol to 10 ppmmol of a metal belonging to Groups 8 to 10 with respect to 1 mole of the compound and a phosphorus compound, and in the step, the amount of acrylonitrile included in the compound represented by the general formula (a1) is equal to or less than 200-fold by mole with respect to 1 mole of the metal belonging to Groups 8 to 10.

PURIFICATION METHOD OF ALDEHYDE COMPOUND

The purification method of an aldehyde compound of the present invention includes a step of neutralizing a reaction solution containing an aldehyde compound by adding water and a base compound to the reaction solution, and a step of distilling the neutralized reaction solution, in which the reaction solution is obtained by reacting a compound represented by the following Formula (a1) or (a2) with hydrogen and carbon monoxide in the presence of a metal compound of groups 8 to 10 and a phosphorus compound, the phosphorus compound is represented by Formula (R1O)3P, and the base compound is at least one kind selected from among carbonate and hydrogen carbonate of metals of group I on the periodic table and carbonate and hydrogen carbonate of metals of group II on the periodic table.

ALDEHYDE COMPOUND PRODUCTION METHOD

A process for producing an aldehyde compound of the invention comprising: reacting a compound represented by the following formula (a1) or (a2) with a hydrogen and a carbon monoxide in a presence of a compound containing a metal belonging to Groups 8 to 10 and a phosphorous compound so as to satisfy the following conditions (1) and (2) to synthesize an aldehyde compound; wherein the condition (1) is that a content of a metal included in the compound containing a metal belonging to Groups 8 to 10 is 0.01 ppmmol to 300 ppmmol with respect to 1 mol of the compound represented by the formula (a1) or (a2), and wherein the condition (2) is that a molar ratio represented by the phosphorous compound (mol)/ the metal (mol) is 100 or more;

Acetohydroxamic acid: A new reagent for efficient synthesis of nitriles directly from aldehydes using Bi(OTf)3 as the catalyst

An efficient method for the preparation of nitriles directly from aldehydes by reaction with AHA using Bi(OTf)3 as the catalyst is described. Bi(OTf)3 is shown to be an efficient catalyst also for the conversion of aldoximes into nitriles.

Conversion of aldoximes into nitriles with raney nickel in refluxing 2-propanol

Aldoximes are readily dehydrated to nitriles with Raney nickel in refluxing 2-propanol. Copyright Taylor & Francis Group, LLC.

A PROCESS FOR PRODUCING ACETYLNORBORNENE, AN INTERMEDIATE IN THE SYNTHESIS OF BIPERIDEN

The present invention relates to a novel process for the production of acetylnorbornene, efficiently and industrially useful manner. The process is applicable for the large scale production of acetylnorbornene and consists of preparation of 5-cyanonorbornene and its reaction with appropriate Grignard reagents. The product contains higher proportion of the exo form than the endo form, which is important for the synthesis of biperiden.