106697-35-2

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-en-2-ol, 2-ethynyl-, endo- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-5-en-2-ol, 2-ethynyl-, endo- (9CI)
• CAS NO: 106697-35-2
• Molecular Formula: C9H10O
• Molecular Weight: 134.1751
• Mol File: 106697-35-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-en-2-ol, 2-ethynyl-, endo- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-en-2-ol, 2-ethynyl-, endo- (9CI)(106697-35-2)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-en-2-ol, 2-ethynyl-, endo- (9CI)(106697-35-2)

Safety Data

• Hazardous Substances Data: 106697-35-2(Hazardous Substances Data)

Upstream product

• 54655-07-1 lithium trimethylsilylacetylenide 
• 51736-74-4 norborn-5-en-2-one 

Relevant articles and documents

Energy Barriers to the Diels-Alder Cycloadditions and Cycloreversions of Cation-radicals in the Gas Phase

The mechanism of the retro-Diels-Alder reaction of substituted bicyclohept-2-ene cation-radicals can be related to the energetics of the fragmentation.Concerted synchronous or asynchronous mechanisms are operative in reactions which occur at their thermochemical thresholds.The reverse process, the Diels-Alder reaction of a cation-radical with a molecule, has a negligible activation energy for symmetrical and slightly unsymmetrical systems, +* + cyclopentadiene, +* + vinyl alcohol, +* + cyclopentadiene, and +* + cyclopentadiene.The retro-Diels-Alder decomposition of the highly unsymmetrical 2-vinylbicyclohept-5-en-2-ol cation-radical proceeds in two steps and overcomes a barrier of 58-67 kJ mol-1 above the thermochemical threshold.The effect of bond-dissociation energies on the reaction mechanism is discussed.