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assignment 6 answers - CHM 1320 Assignment 6 Answers 1...

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1 CHM 1320 Assignment 6 Answers 1) Predict the major product(s) of the following reactions and give a mechanism to account for its formation. H 3 PO 4 H 2 O + HBr a) b) + HCl c) 1-methylcyclohexene + HCl d) + HBr e) 1-methylcyclopentene H H Br Br H H Cl Cl H H Cl Cl H H H Br Br Br Br H H OH 2 OH H OH 2 OH Note: For all answers, you can either assume HX will give H + and X - , or you can explicity show the breaking of the HX bond. The first method is used in answers here. H X H X For radical reactions, chain termination steps are not shown + +
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2 H 3 PO 4 H 2 O HO H 3 PO 4 AIBN AIBN f) g) h) + HCl i) + HBr Ph H Ph H OH 2 Ph OH H OH 2 Ph OH HO H HO H O H H OH 2 O N N CN CN CN 2 + N 2 Initiation: NC H Cl NC + Cl Propagation Cl Cl H Cl Cl + Cl N N CN CN CN 2 + N 2 Initiation: NC H Br NC + Br Propagation Br Br H Br Br + Br
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3 2) When 1, 3-butadiene reacts with HBr, a mixture of 3-bromo-1-butene and 1-bromo-2-butene is obtained. Propose a mechanism to account for this observation.
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