83053-76-3

Basic information

• Product Name: bicyclo<4.1.0>hep-2-en-1-ylmethanamine
• CAS NO: 83053-76-3
• Molecular Weight: 123.198
• Mol File: 83053-76-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: bicyclo<4.1.0>hep-2-en-1-ylmethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: bicyclo<4.1.0>hep-2-en-1-ylmethanamine(83053-76-3)
• EPA Substance Registry System: bicyclo<4.1.0>hep-2-en-1-ylmethanamine(83053-76-3)

Safety Data

• Hazardous Substances Data: 83053-76-3(Hazardous Substances Data)

Upstream product

• 83053-74-1 1-cyanobicyclo<4.10>hept-2-ene 
• 24993-48-4 2-cyanonorbornene 
• 694-93-9 2-chloronorbornene 
• 19916-65-5 2,2-dichloronorbornane 

Relevant articles and documents

Photorearrangement of 2-cyanobicyclohept-2-ene. Observation of 1,2- and 1,3-sigmatropic shifts

Irradiation of 2-cyanobicyclohept-2-ene (2-cyanonorbornene, 4) in hexane, with the full arc of a mercury vapour lamp, gives the rearrangement products 1-cyanobicyclohept-2-ene 5 and 7-cyanotricyclo3,7>heptane 6 in the ratio 20:1.These products were separated by preparative vpc.The structure of the major product 5 was determined by single crystal X-ray analysis.Reduction of 5 with lithium aluminum hydride gave the corresponding primary amine, which was converted to the p-bomobenzenesulfonamide 9, mp 150-151 deg C, which gave single crystals from ethanol-water.The crystal and molecular structures are described.The minor product 6 was hydrogenated to give 7-cyanobicycloheptane.Formation of 5 and 6 may involve concerted ?2s + ?2s and ?2a + ?2a processes respectively, which are photochemically allowed.