Fundamentals of Organic ChemistryChemistryHaloalkanes and Haloarenes
Identify the major product of the following reaction:
Correct answer
3
Step-by-step solution
The given reaction involves the treatment of a vicinal dibromide with sodium iodide in acetone, which undergoes a stereospecific elimination to form an alkene. The mechanism requires the two leaving bromine atoms to be in an antiperiplanar conformation. To determine the stereochemistry of the product, we analyze the Fischer projection. A reliable method is to perform an even number of position swaps on the chiral centers to place both leaving groups on the vertical axis. For the top chiral carbon, perform two swaps