Question

24. Use the reagents below in the proper order to convert cyclohexene to 1,3-cyclohexadiene. You may assume that all steps produce exclusively the major product. The synthesis can be accomplished in fewer than 4 steps. e.g. if you think this can be accomplished using bromine, then bromine and light, and finally refluxing in sulfuric acid, you would write your answer as 163. кос(CНз)з Br2 1) ВНз HBr H2SO4 2) H202/ОН" A 2 5 3 1) Hg(OAc)2 Н2о NaOCH2CH3 Нао Br2 Н2 Hзо* Pd/C A hv 2) NaBH4 9 6 8

Please explain how you got your answer in detail, and why the other answer choices are incorrect. Thank you !

Answer 1

bromination cyclohexene Br Kont A felimindken) Br, - 1, 3-Cyclohexadiene Reaction of the alkene with bromine proceeds via electrophilic addition gives trans -1,2 dibromocyclohexane at then double & elimination yields the conjugated diene, 1.3-Cyclohexcidiene