ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reaction of 2-methylenenorbornane with N-bromosuccinimide produced a mixture of six monobromides in an overall yield of about 60%. By irradiation in the presence of benzoyl peroxide exo- and endo-3-bromo-2-methylenenorbornanes, 2-bromomethylnorborn-2-ene, Z- and E-2-bromomethylenenorbornanes and 1-bromomethylnortricyclene were found in a percentage ratio of 43.0, 7.5, 6.5, 19.0, 19.0 and 5.0. Without benzoyl peroxide, in the dark, the same products were obtained, but in a percentage ratio of 23.0, 3.0, 17.0, 26.0, 26.0 and 7.0. These results are rationalized in terms of an ionic mechanism in concurrence with some radical mechanism contribution.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19720550647
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