THE PHOTO-INDUCED REACTION OF BROMINE WITH PHENYLCYCLOPROPANE.
NAVAL POSTGRADUATE SCHOOL MONTEREY CALIF
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Prior studies on the mechanism of the cleavage of cyclopropane and substituted cyclopropane compounds are reviewed and discussed. The rate law for the photolytic reaction of bromine with phenylcyclopropane in concentrations of about 0.02 molar in carbon tetrachloride was determined to be first order in phenylcyclopropane, and half order in bromine and in light intensity. The photo-induced reaction of bromine with a fifteen molar solution of phenylcyclopropane gave 1,1,2,3-tetrabromo-1-phenylpropane as the major product. When this reaction was run using a 1.5 molar solution of bromine and phenylcyclopropane in carbon tetrachloride the product was a mixture of 1,3-dibromo-1-phenylpropane and 1,2-dibromo-1-phenylpropane with the 1,2 isomer predominating. The mechanism of this reaction is discussed. Author
- Organic Chemistry
- Radiation and Nuclear Chemistry