10330-36-6

Upstream product

• 21448-76-0 bicyclo[4.1.0]heptane-7-carboxylic acid 
• 109459-22-5 N,N-dimethyl-(1r)-norcarane-7c-carboxamide 
• 2684-62-0 diazoacetone 
• 110-83-8 cyclohexene 
• 21448-77-1 (1α,6α,7α)-bicyclo[4.1.0]heptane-7-carboxylic acid 
• 917-54-4 methyllithium 
• 52917-64-3 ethyl 7-norcaranecarboxylate 

Downstream Products

• 21448-76-0 bicyclo[4.1.0]heptane-7-carboxylic acid 
• 13830-44-9 7-'exo'-Hydroxy-bicyclo<4.1.0>heptan 
• 3335-68-0 1-(cyclohexylmethylene)-2-(2,4-dinitrophenyl)hydrazine 

Relevant academic research and scientific papers

Ring-opening of Some Radicals containing the Cyclopropylmethyl System

Mono- and bi-cyclic radicals containing the cyclopropylmethyl system are readily generated by interaction of the appropriate halides with triphenyl- or tributyl-stannane.Each radical studied underwent ring-opening by fission of the more substituted βγ-bond.In the case of the secondary radical (12b) the new double bond was formed preferentially in the trans-configuration.Rate constants, which cannot be determined with high accuracy by this method, lie in the range 1E7-3E8 s-1 at 25 deg C.When generated by the flow method in the e.s.r. cavity α-hydroxycyclopropylmethyl radicals undergo β-fission followed by 1,5-hydrogen atom t ransfer to afford enoxyl radicals.The latter reaction occurs more slowly in water than in non-polar solvents.The rigid hydroxynortricyclyl (43) undergoes preferential fission of the less substituted βγ-bond, possibly because of the dipolar nature of the transition state.