Reversibility in the Formation of a Bromonium lon Products eaction ,OBs 75°C 0.7 035 947 KBr AcOH Proposed Mechanism Crossover products Observed products have exclusively trans stereochemistry The extent of reversibility most likely depends on the structure of the olefin used Brown, R S. Gedye, R; Slebocka-Tilk, H J. Am. Chem. Soc. 1984, 106, 4515 PA-Bromonium 07 10/4/00 4: 09 PMBrown, R. S.; Gedye, R.; Slebocka-Tilk, H. J. Am. Chem. Soc. 1984, 106, 4515 . Observed products have exclusively trans stereochemistry The extent of reversibility most likely depends on the structure of the olefin used . Proposed Mechanism: Br + Br2 Crossover products - + H : 0.7 0.35 4.1 94.7 75°C KBr, AcOH 91.7 2.4 5.2 1.3 KBr, AcOH 75°C % Products Reaction Reversibility in the Formation of a Bromonium Ion Br Br Br Br Br Br OBs OAc Br OBs Br OAc OBs Br Br+ S O O Br = Bs 09A-Bromonium 07 10/4/00 4:09 PM