2888-90-6

Basic information

• Product Name: endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile
• Synonyms: endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile;5-Norbornene-2-carbonitrile, endo-;Ai3-05928;Bicyclo(2.2.1)hept-5-ene-2-carbonitrile, endo-;Brn 3195856;Endo-2-cyanobicyclo(2-2-1)hept-5-ene;Nsc 46416
• CAS NO: 2888-90-6
• Molecular Formula: C₈H₉N
• Molecular Weight: 119.16
• Mol File: 2888-90-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 205.2°Cat760mmHg
• Flash Point: 65.6°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 0.254mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile(2888-90-6)
• EPA Substance Registry System: endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile(2888-90-6)

Safety Data

• Hazardous Substances Data: 2888-90-6(Hazardous Substances Data)

Usage

General Description

Endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile, also known as norbornene-2-carbonitrile, is a chemical compound with the molecular formula C8H9N. It is a bicyclic compound with a carbon-nitrogen triple bond, and it is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It is also used in the production of various polymers and plastics, as well as in the manufacturing of specialty chemicals. endo-Bicyclo[2.2.1]hept-5-ene-2-carbonitrile has a wide range of industrial applications due to its versatile chemical reactivity and its ability to serve as a valuable intermediate in the synthesis of complex organic molecules.

InChI:InChI=1/C8H9N/c9-5-8-4-6-1-2-7(8)3-6/h1-2,6-8H,3-4H2/t6-,7+,8+/m1/s1

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 107-13-1 acrylonitrile 
• 71338-99-3 6exo-cyano-2exo-norbornyl p-toluenesulfonate 

Downstream Products

• 18776-20-0 (1S,2R,4S,5S)-3-Oxa-tricyclo[3.2.1.0^2,4]octane-6-carbonitrile 
• 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 endo (methyl-2 phenyl-3 trimethylsiloxy-3 propanone-1 yl)-5 bicyclo<2.2.1> heptene-2 
• 111099-08-2 exo (syn 2,3 methyl-2 phenyl-3 trimethylsiloxy-3 propanone-1 yl-1)-5 bicyclo<2.2.1.>heptene-2 
• 111099-03-7 endo (hydroxy-3 methyl-2 phenyl-3 propanone-1 yl-1)-5 bicyclo<2.2.1>heptene-2 
• 111099-03-7 exo (syn 2,3 hydroxy-3 methyl-2 phenyl-3 propanone-1 yl-1)-5 bicyclo<2.2.1>heptene-2 
• 111099-03-7 (2R,3S)-1-Bicyclo[2.2.1]hept-5-en-2-yl-3-hydroxy-2-methyl-3-phenyl-propan-1-one 

Relevant articles and documents

Enhanced Diels-Alder reactions: on the role of mineral catalysts and microwave irradiation in ionic liquids as recyclable media

This manuscript explores in detail the combined effect of solid supports or microwave irradiation in ionic liquids on a series of Diels-Alder reactions involving 1,3-cyclopentadiene and numerous dienophiles.

Rearrangements of 5- and 6-Cyano-2-norbornyl Cations

Hydroboration of the 5-norbornene-2-carbonitriles 11 afforded 5- and 6-hydroxynorbornane-2-carbonitriles (9a, 10a) along with the analogous ketones 12, 13. 5- and 6-aminonorbornane-2-carbonitriles (17a, 18a) were obtained either from the endo-brosylates 1