42206-10-0

Upstream product

• 62486-05-9 1,4-bis(triphenylphosphorylidene)butane 
• 33689-28-0 cyclobutane-1,2-dione 
• 3642-21-5 [4]dendralene 
• 3642-10-2 1,2,6,7-Octatetraene 
• 40117-13-3 2,3-Dimethylenbicyclo<2.2.0>hexan 
• 37343-83-2 2,3-dimethylenecyclohexa-1,3-diene 
• 106-99-0 buta-1,3-diene 
• 42464-53-9 5,6-dimethylene-2,3-diaza-bicyclo[2.2.2]oct-2-ene 
• 73473-80-0 1,2-Dihydrophthalyltosylat 
• 42206-11-1 1,2-Divinyl-1-cyclobuten 

Downstream Products

• 74002-41-8 C₁₆H₁₅N₃O₂ 
• 3642-21-5 [4]dendralene 
• 42206-11-1 1,2-Divinyl-1-cyclobuten 
• 82447-56-1 3,4-Dimethylen-1-cyclohexen 

Relevant academic research and scientific papers

The Energy-Well of Diradicals, II. The 2,3-Dimethylene-1,4-cyclohexadiyl

The trapping of the 2,3-dimethylene-1,4-cyclohexadiyl (2), generated by the thermolysis of 7, with 1,3-butadiene as well as with oxygen in the gas phase is described.These reactions compete with the intramolecular stabilisation of the diradical, yielding 3 and 4.From the temperature dependence of the competing processes the difference in the activation energies of these reactions is derived.On the assumption, that the trapping reaction with oxygen does not have any significant energy barrier, the energy-well of the diradical 2 is calculated to be 16 kcal/mol.

Thermolysis of 1,2,6,7-Octatetraene

The energy profile for the rearrangement of 1 to 3 and 4 and their interconversion by way of 5 is established making use of kinetic methods and by the determination of the heat of hydrogenation of the individual products.For the Cope rearrangement 1 -> 4 the competition of concerted and non concerted reaction paths is demonstrated by trapping experiments.

Isolation and Energy Well of the 2,3-Dimethylene-1,4-cyclohexadiyl Diradical

Irradiation of both 5,6-dimethylene-2,3-diazabicyclooct-2-ene (1) and 2,3-dimethylenebicyclooctan-7-one (2) matrix isolated in argon yields the 2,3-dimethylene-1,4-cyclohexadiyl diradical (8), which was characterized by its UV and IR spectra.From the decomposition rate of 1, the dimerisation rate of 8, determined by flash photolysis of 1, and the product ratio of the monomeric and dimeric products obtained from 8, the energy well of 8 has been determined to be 23.8 kcal mol-1.